cas 5234-26-4, N-(2-ACETYL-PHENYL)-ACETAMIDE

Articles about 5234-26-4Total 59 be found

Article title
Article abstract
Author
Journal number and time
Download

An Iron(III) Superoxide Corrole from Iron(II) and Dioxygen
A new structurally characterized ferrous corrole [FeII(ttppc)]? (1) binds one equivalent of dioxygen to form [FeIII(O2?.)(ttppc)]? (2). This complex exhibits a 16/18O2-isotope sensitive ν(O-O) stretch at 1128 cm?1 concomitantly with a single ν(Fe-O2) at 555 cm?1, indicating it is an η1-superoxo (“end-on”) iron(III) complex. Complex 2 is the first well characterized Fe-O2 corrole, and mediates the following biologically relevant oxidation reactions: dioxygenation of an indole derivative, and H-atom abstraction from an activated O?H bond.
Albert, Therese,Goldberg, David P.,Mo?nne-Loccoz, Pierre,Sacramento, Jireh Joy D.,Siegler, Maxime
(2021/12/03)

Oxidative Cleavage of Indoles Mediated by Urea Hydrogen Peroxide or H2O2 in Polar Solvents
The oxidative cleavage of indoles (Witkop oxidation) involving the use of H2O2 or urea hydrogen peroxide in combination with a polar solvent has been described. Among these solvents, 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) stands out as the one affording the corresponding 2-ketoacetanilides generally in higher yields The protocol described has also enabled the oxidation of different pyrroles and furans derivatives. Furthermore, the procedure was implemented in a larger-scale and HFIP was distilled from the reaction mixture and reused (up to 4 cycles) without a significant detriment in the reaction outcome, which remarks its sustainability and applicability. (Figure presented.).
Llopis, Natalia,Gisbert, Patricia,Baeza, Alejandro
supporting information
p. 3245 - 3249
(2021/06/08)

Auto-tandem PET and EnT photocatalysis by crude chlorophyll under visible light towards the oxidative functionalization of indoles
Chlorophyll is the most abundant photocatalytic pigment that enables plants to absorb solar energy and convert it to energy storage molecules. Herein, we report a tandem photocatalytic approach utilizing the natural pigment chlorophyll in crude form to achieve photoinduced electron transfer (PET) and energy transfer (EnT) towards the oxidative functionalization of indoles. Redox potentials, ESR, fluorescence quenching and UV experiments have evidenced the dual catalytic activity of chlorophyll. The highlight of the study is the auto-tandem photocatalytic role of chlorophyll to enable the green oxidation of indoles using molecular oxygen as the oxidant, water as the reaction medium, and photochemical energy from the visible region of the spectrum.
Banu, Saira,Choudhari, Shubham,Patel, Girija,Yadav, Prem P.
supporting information
p. 3039 - 3047
(2021/05/05)

PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions
Treatment of thioacetals and thioketals with iodosobenzene in anhydrous DCM conveniently afforded the corresponding carbonyl compounds in high yields under water-free conditions. The mechanistic studies indicate that this dethioacetalization/dethioketalization process does not need water and the oxygen of the carbonyl products comes from the hypervalent iodine reagent.
Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang
p. 48 - 65
(2021/06/16)

Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.
Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik
supporting information
p. 390 - 395
(2019/12/15)

Modeling Tryptophan/Indoleamine 2,3-Dioxygenase with Heme Superoxide Mimics: Is Ferryl the Key Intermediate?
Tryptophan oxidation in biology has been recently implicated in a vast array of paramount pathogenic conditions in humans, including multiple sclerosis, rheumatoid arthritis, type-I diabetes, and cancer. This 2,3-dioxygenative cleavage of the indole ring of tryptophan with dioxygen is mediated by two heme enzymes, tryptophan 2,3-dioxygenase (TDO) and indoleamine 2,3-dioxygenase (IDO), during its conversion to N-formylkynurenine in the first and rate-limiting step of kynurenine pathway. Despite the pivotal significance of this enzymatic transformation, a vivid viewpoint of the precise mechanistic events is far from complete. A heme superoxide adduct is thought to be the active oxidant in both TDO and IDO, which, following O-O bond cleavage, presumably generates a key ferryl (FeIV=O) reaction intermediate. This study, for the first time in model chemistry, demonstrates the potential of synthetic heme superoxide adducts to mimic the bioinorganic chemistry of indole dioxygenation by TDO and IDO, challenging the widely accepted categorization of these metal adducts as weak oxidants. Herein, an electronically divergent series of ferric heme superoxo oxidants mediates the facile conversion of an array of indole substrates into their corresponding 2,3-dioxygenated products, while shedding light on an unequivocally occurring, putative ferryl intermediate. The oxygenated indole products have been isolated in a?31% yield, and characterized by LC-MS, 1H and 13C NMR, and FT-IR methodologies, as well as by 18O2(g) labeling experiments. Distinctly, the most electron-deficient superoxo adduct is observed to react the fastest, specifically with the most electron-rich indole substrate, underscoring the cruciality of electrophilicity of the heme superoxide moiety in facilitating the initial indole activation step. Comprehensive understanding of such mechanistic subtleties will benefit future attempts in the rational design of salient therapeutic agents, including next generation anticancer drug targets with amplified effectivity.
Mondal, Pritam,Wijeratne, Gayan B.
p. 1846 - 1856
(2020/01/31)

2-aryl-2,3-dihydro-4(1H)-quinolinone semicarbazone compound and application thereof
The invention relates to the field of medicine technology, and a series of novel 2-aryl-2,3-dihydrogen-4(1H)-quinolinone semicarbazone derivatives (I) and pharmaceutically acceptable salts, solvates,optical isomers or polymorphs are designed and synthesized. The derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph can be mixed as an active ingredient witha pharmaceutically acceptable carrier to prepare a pharmaceutical composition. A double dilution method is used for test of the antifungal activity of the derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph, and the results show that the derivative has stronger killing effect on clinically common pathogenic fungi, and is expected to overcome the defects oflarge toxic and side effects, easy generation of drug resistance of azole antifungal medicines which are widely used clinically. The specific formula is shown in the description.
-
(2018/10/19)

Palladium-catalyzed hydroformylation of terminal arylacetylenes with glyoxylic acid
A simple, practical and governable palladium-catalyzed hydroformylation of terminal arylacetylenes has been disclosed. The reaction proceeds under syngas-free conditions, using readily available glyoxylic acid as the formyl source, under mild conditions, giving rise to a broad range of α,β-unsaturated aldehydes.
Liu, Yang,Cai, Liangzhen,Xu, Sheng,Pu, Weiwen,Tao, Xiaochun
supporting information
p. 2166 - 2168
(2018/03/06)

Dual Effects of Cyclopentadienyl Ligands on Rh(III)-Catalyzed Dehydrogenative Arylation of Electron-Rich Alkenes
Despite extensive research on transition metal-catalyzed Fujiwara-Moritani type C-H olefinations, the alkenes used in these transformations are still mainly limited to active acrylate esters and styrenes. Selective aryl C-H olefination with electron-rich alkenes is recognized as a challenging issue. We herein report that simple and readily accessible electron-deficient [CpRh(III)] and [CpCF3Rh(III)] (CpCF3 = C5Me4CF3) complexes are powerful catalysts for dehydrogenative arylation of electron-rich alkenes, including vinyl acetates, enamides, and vinyl ethers. Employing an electron-withdrawing Cp or CpCF3 ligand instead of the privileged Cp? (C5Me5) ligand not only can facilitate the electrophilic aryl C-H rhodation but also can lower the olefin insertion barrier. Both electron-withdrawing and electron-donating directing groups such as -CONR2 and -NHAc could be employed in these reactions, which provides convenient routes toward a series styryl acetates, N-acetylindoles, and aryl methyl ketones.
Lin, Weidong,Li, Weiwei,Lu, Dandan,Su, Feng,Wen, Ting-Bin,Zhang, Hui-Jun
p. 8070 - 8076
(2018/08/01)

Thiazolidine derivatives or salts thereof as an active ingredient an inhibitor Pim
PROBLEM TO BE SOLVED: To provide compounds which have excellent Pim inhibitory action and are useful as pharmaceuticals.SOLUTION: A compound is a thiazolidine derivative represented by the general formula (1) in the figure, or a salt thereof. (In the formula, X represents O or S; Rrepresents a hydrogen atom or a Calkyl group; Z, Z, Z, Z, Zand Zeach independently represent CH or N; Y represents an optionally substituted, divalent Caromatic hydrocarbon group or the like; Am represents a disubstituted amino group, or an optionally substituted, nitrogen-containing saturated heterocyclic group; and Rand Reach independently represent a hydrogen atom, a halogen atom, an alkyl group or the like.)
-
Paragraph 0721; 0722

(2018/10/19)

Synthesis of Aryl Ketoamides via Aryne Insertion into Imides
An insertion of arenes into both imides and anhydrides via reactive aryne intermediates is presented. The reaction is performed under exceptionally mild conditions, and the corresponding ketoamide products are amenable to derivatization to deliver a variety of synthetically useful motifs such as quinolones, indoles, and ketoanilines.
Wright, Austin C.,Haley, Christopher K.,Lapointe, Guillaume,Stoltz, Brian M.
supporting information
p. 2793 - 2795
(2016/07/06)

Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp3)-C(sp2) Bond: Synthesis of Substituted Benzoxazinones
A transition metal (TM)-free practical synthesis of biologically relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp3)-C(sp2) bond employing iodine, sodium bicarbonate, and tbutyl hydroperoxide in DMSO at 95 °C. Control experiments and Density Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl2.
Verma, Ajay,Kumar, Sangit
supporting information
p. 4388 - 4391
(2016/10/11)

Amide Oxygen-Assisted Palladium-Catalyzed Hydration of Alkynes
Herein, an amide oxygen-assisted palladium-catalyzed hydration reaction of alkynes is realized to prepare a series of o-acylacetanilide derivatives with high yield, and single regioselectivity under mild reaction conditions. This transformation is simple,
Zhang, Zhenming,Wu, Lihuan,Liao, Jianhua,Wu, Wanqing,Jiang, Huanfeng,Li, Jianxiao,Li, Jiawei
p. 7594 - 7603
(2015/08/18)

Merging Photoredox with Palladium Catalysis: Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids under Mild Reaction Conditions
A room temperature decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids has been developed via a novel Eosin Y with Pd dual catalytic system. This dual catalytic reaction shows a broad substrate scope and good functional group tolera
Zhou, Chao,Li, Pinhua,Zhu, Xianjin,Wang, Lei
supporting information
p. 6198 - 6201
(2016/01/09)

Discovery of a novel series of thienopyrimidine as highly potent and selective PI3K inhibitors
Inhibition of the phosphoinositide 3-kinase (PI3K)/AKT/mammalian target of rapamycin (mTOR) signaling pathway provides a promising new approach for cancer therapy. Through a rational design, a novel series of thienopyrimidine was discovered as highly pote
Han, Fangbin,Lin, Songwen,Liu, Peng,Liu, Xiujie,Tao, Jing,Deng, Xiaobing,Yi, Chongqin,Xu, Heng
supporting information
p. 434 - 438
(2015/04/27)

N-Bu4NI-catalyzed selective dual amination of sp3 C-H bonds: Oxidative domino synthesis of imidazo[1,5-c]quinazolines on a gram-scale
An n-Bu4NI catalyzed domino reaction that involves selective dual amination of sp3 C-H bonds has been developed. The protocol affords a facile and efficient approach to the synthesis of imidazo[1,5-c] quinazolines under mild conditions.
Zhao, Dan,Wang, Teng,Shen, Qi,Li, Jian-Xin
supporting information
p. 4302 - 4304
(2014/04/17)

Copper-catalyzed intramolecular oxidative C(sp3)-H amidation of 2-aminoacetophenones: Efficient synthesis of indoline-2,3-diones
An efficient synthesis of diverse indoline-2,3-diones from 2-aminoacetophenones through copper-catalyzed intramolecular C(sp3)-H amidation is developed. The reaction proceeds in DMSO by using O2 as the sole oxidant to provide the desired products in moderate to good yields.
Huang, Jinbo,Mao, Tingting,Zhu, Qiang
supporting information
p. 2878 - 2882
(2014/05/20)

Design and synthesis of aza-flavones as a new class of xanthine oxidase inhibitors
In an attempt to develop non-purine-based xanthine oxidase (XO) inhibitors, keeping in view the complications reported with the use of purine-based XO inhibitors, the flavone framework (a class possessing XO inhibitory potential) was used as lead structure for further optimization. By means of structure-based classical bioisosterism, quinolone was used as an isoster for chromone (a bicyclic unit present in flavones), owing to the bioactive potential and drug-like properties of quinolones. This type of replacement does not alter the shape and structural features required for XO inhibition, and also provides some additional interaction sites, without the loss of hydrogen bonding and hydrophobic and arene-arene interactions. In the present study, a series of 2-aryl/heteroaryl-4-quinolones (aza analogs of flavones) was rationally designed, synthesized and evaluated for in vitro XO inhibitory activity. Some notions about structure-activity relationships are presented indicating the influence of the nature of the 2-aryl ring on the inhibitory activity. Important interactions of the most active compound 3l (IC50 = 6.24 μM) with the amino acid residues of the active site of XO were figured out by molecular modeling. To develop non-purine-based xanthine oxidase inhibitors, the flavone framework was used as lead structure for further optimization. By means of structure-based classical bioisosterism, quinolone was used as an isoster for chromone. This type of replacement does not alter the shape and structural features required for xanthine oxidase inhibition. The rationally designed and synthesized series of 2-aryl/heteroaryl-4-quinolones (aza analogs of flavones) was evaluated for in vitro xanthine oxidase inhibitory activity. Copyright
Dhiman, Rajni,Sharma, Sahil,Singh, Gagandip,Nepali, Kunal,Singh Bedi, Preet Mohinder
p. 7 - 16
(2013/02/23)

Oxidative para- Triflation of acetanilides
Direct triflation of acetanilide derivatives with silver triflate has been accomplished under mild iodine(III)-mediated oxidative conditions. The reaction shows excellent regioselectivity for the para position and tolerates a range of ortho and meta substituents on the aromatic ring. This method is also compatible with the preparation of arylnonaflates in synthetically useful yields.
Pialat, Amelie,Liegault, Benoit,Taillefer, Marc
supporting information
p. 1764 - 1767
(2013/06/26)

Aza analogs of flavones as potential antimicrobial agents
In search for the new antimicrobial agents owing to drug resistant bacteria and fungi, a series of rationally designed aza analogs of flavones has been designed and synthesized. The design of the analogs involved incorporation of quinolone nucleus within
Sharma, Sahil,Thakur, Vikas,Ojha, Ritu,Budhiraja, Abhishek,Nepali, Kunal,Singh Bedi, Preet Mohinder
p. 327 - 334
(2013/07/26)

1-(2′-Anilinyl)prop-2-yn-1-ol rearrangement for oxindole synthesis
A synthetic method that relies on NIS (N-iodosuccinimide)-mediated cycloisomerization reactions of 1-(2′-anilinyl)prop-2-yn-1-ols to gem-3-(diiodomethyl)indolin-2-ones and 2-(iodomethylene)indolin-3-ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3- and 2-oxindole products, respectively. In the case of the latter, the transformation features an unprecedented double 1,2-OH and 1,2-alkyl migration relay. Density functional theory (DFT) calculations based on proposed iodoaminocyclization species provide insight into this unique divergence in product selectivity. Copyright
Kothandaraman, Prasath,Koh, Bing Qin,Limpanuparb, Taweetham,Hirao, Hajime,Chan, Philip Wai Hong
supporting information
p. 1978 - 1985
(2013/03/14)

Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide- mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol
A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2- carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn- 1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yiel
Kothandaraman, Prasath,Lauw, Sherman Jun Liang,Chan, Philip Wai Hong
p. 7471 - 7480
(2013/08/23)

FUSED HETEROARYLS AND THEIR USES
Provided are certain fused heteroaryls, compositions thereof and methods of use therefor.
-
Paragraph 0233; 0234

(2013/07/31)

Pd(0)-catalyzed benzylic arylation-oxidation of 4-methylquinazolines via sp3 C-H activation under air conditions
An efficient and selective Pd(0)-catalyzed sp3 C-H bond arylation-oxidation of 4-methylquinazolines is reported. The method enables the introduction of arylketone at the benzylic position of 4-methylquinazolines without the use of an additional directing group, and atmospheric oxygen is used as the sole oxidant.
Zhao, Dan,Zhu, Min-Xue,Wang, Yue,Shen, Qi,Li, Jian-Xin
supporting information
p. 6246 - 6249
(2013/09/23)

FUSED HETEROARYLS AND THEIR USES
Provided are certain fused heteroaryls, compositions thereof and methods of use therefor.
-
Page/Page column 81-82

(2012/04/04)

Chemoselective and enantioselective oxidation of indoles employing aspartyl peptide catalysts
Catalytic enantioselective indole oxidation is a process of particular relevance to the chemistry of complex alkaloids, as it has been implicated in their biosynthesis. In the context of synthetic methodology, catalytic enantioselective indole oxidation allows a rapid and biomimetic entry into several classes of alkaloid natural products. Despite this potentially high utility in the total synthesis, reports of catalytic enantioselective indole oxidation remain sparse. Here we report a highly chemoselective catalytic system for the indole oxidation that delivers 3-hydroxy-indolenines with good chemical yields and moderate to high levels of enantio- and diastereoselectivity (up to 95:5 er and up to 92:8 dr). These results represent, to our knowledge, the most selective values yet reported in the literature for catalytic asymmetric indole oxidation. Furthermore, the utility of enantioenriched hydroxy-indolenines in stereospecific rearrangements is demonstrated.
Kolundzic, Filip,Noshi, Mohammad N.,Tjandra, Meiliana,Movassaghi, Mohammad,Miller, Scott J.
supporting information; experimental part
p. 9104 - 9111
(2011/08/04)

Cyclization of propargylic amides: Mild access to oxazole derivatives
The substrate scope, the mechanistic aspects of the gold-catalyzed oxazole synthesis, and substrates with different aliphatic, aromatic, and functional groups in the side chain were investigated. Even molecules with several propargyl amide groups could easily be converted, delivering di- and trioxazoles with interesting optical properties. Furthermore, the scope of the gold(I)-catalyzed alkylidene synthesis was investigated. Further functionalizations of these isolable intermediates of the oxazole synthesis were developed and chelate ligands can be obtained. The use of Barluenga's reagent offers a new and mild access to the synthetically valuable iodoalkylideneoxazoles from propargylic amides, this reagent being superior to other sources of halogens.
Weyrauch, Jan P.,Hashmi, A. Stephen K.,Schuster, Andreas,Hengst, Tobias,Schetter, Stefanie,Littmann, Anna,Rudolph, Matthias,Hamzic, Melissa,Visus, Jorge,Rominger, Frank,Frey, Wolfgang,Bats, Jan W.
supporting information; experimental part
p. 956 - 963
(2010/06/12)

Room temperature palladium-catalyzed decarboxylative ortho -acylation of acetanilides with α-oxocarboxylic acids
A novel Pd-catalyzed decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids is realized at room temperature. This reaction provides efficient access to o-acyl acetanilides under mild conditions.
Fang, Ping,Li, Mingzong,Ge, Haibo
scheme or table
p. 11898 - 11899
(2010/11/02)

DIHYDROOROTATE DEHYDROGENASE INHIBITORS
The invention relates to compounds of formula (I) wherein R1, R2, X1, X2, Y, Ra, Rb, Q have the meanings given in claim 1. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis and also in the treatment of cancer disorders.
-
Page/Page column 120

(2010/11/03)

Synthesis of benzazepines by gold-catalysed reactions of N-allenylamides
The gold-catalysed reactions of alleneamides give different products depending on the substrate and the reaction conditions. In particular, N-(2-alkynylphenyl)-N-allenyltosylamides give benzazepines when using gold(III) catalysts in the presence of nucleophiles. This sequential process may follow two different reaction pathways, and these are discussed. Metal coordination to the alkyne followed by nucleophilic attack of the aliene and trapping of the intermediate with NuH accounts for the formation of 4, but coordination to the aliene and addition of NuH to give 3, which can decompose into other products and also form 4, is postulated as a better explanation for these results.
Gonzalez-Gomez, Alvaro,Dominguez, Gema,Perez-Castells, Javier
body text
p. 5057 - 5062
(2010/02/28)

Palladium-catalyzed direct alkynylation of C-H Bonds in benzenes
Palladium-catalyzed ortho-alkynylation of aromatic C-H bonds in anilides is described. Preliminary mechanistic studies reveal that electrophilic palladation is involved. Synthetic elaborations of alkynylated products are also demonstrated.
Tobisu, Mamoru,Ano, Yusuke,Chatani, Naoto
supporting information; experimental part
p. 3250 - 3252
(2009/12/01)

Electrochemical nuclear acetamidation of aromatic compounds at the platinum anode
The electrochemical nuclear acetamidation of aromatic compounds ethylbenzoate, acetophenone, benzoic acid and benzene have been carried out at platinum anode under the process of nuclear oxidation. The removal of electrons from the aromatic π-electron system is achieved by the electrochemical oxidation. The electrolysis is carried out at the constant anode potential in an electrolytic cell assembly containing reaction mixture and electrodes. The products 4-acetamidoethylbenzoate, 4-acetamidoacetophenone, 4-acetamidobenzoic acid and N-phenylacetamide formed during the electrolysis are reported here.
Sharma, Laxmi Kant,Kumar, Sanjeev,Yadav, Pragati,Singh
p. 1277 - 1280
(2008/12/23)

PROCESS FOR PREPARING N-ACETYLAMINOACETOPHENONES AND DOWNSTREAM PRODUCTS
A process for preparing N-acetylaminoacetophenones of the formula (I) where R1 is a C1-C8-alkyl radical, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C4-alkoxy-C1-C4-alkyl, halocycloalkyl, formyl-C1-C3-alkyl or -C(=0)C(=0)R4, R2 is C1-C4-alkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C4-alkoxy-C1-C4-alkyl, halocycloalkyl, formyl-C1-C3-alkyl, R3 is H, fluorine, chlorine, C1-C4-alkyl or trifluoromethyl and R4 is hydrogen, C1-C8-alkyl, C1-C8-alkoxy, C3-C8-cycloalkyl, wherein an indole of the formula (II) where R2 and R3 are as defined above and R5 is H or a C1-C4-alkyl radical, C1-C8-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C4-alkoxy- C1-C4-alkyl, halocycloalkyl, formyl- C1-C3-alkyl, C(=0)C(=0)R4, where R4 is as defined above, is reacted with ozone in a suitable solvent from the group consisting of C1-C6-alcohols, nitriles, C1-C4-carboxylic acids or an anhydride thereof, C1-C6-alkyl acetates, chlorinated hydrocarbons, water and mixtures thereof and the peroxide solution obtained in this way is reduced and the desired N-acetylaminoacetophenone of the formula (I) is isolated, and also, if desired, conversion of the compound of the formula (I) into a compound of the formula (III) where R2 and R3 are as defined above.
-
Page/Page column 7-8

(2008/06/13)

PROCESS FOR THE OXIDATION OF ORGANIC SUBSTRATES BY MEANS OF SINGLET OXYGEN AT HIGH REACTION TEMPERATURES
Process for the oxidation of organic substrates by means of singlet oxygen, in which organic substrates which react with 1O2 are admixed with 10-70% strength H2O2 in an organic solvent in the presence of a molybdenum-based catalyst at a pH of 9 - 14 and a temperature in the range from 500C to the reflux temperature, whereupon the oxidation to the corresponding oxidation products occurs subsequent to the catalytic decomposition of H2O2 into water and 1O2.
-
Page/Page column 8-9

(2008/06/13)

Oxidative cleavage reaction of substituted indoles catalyzed by plant cell cultures
We have developed a novel method for the oxidative cleavage of indole carbon double bonds in the presence of H2O2 using plant cell cultures as peroxidase. The oxidative method has some advantage, as features such as mild reactions, good yields, easy work-up and safety.
Takemoto, Masumi,Iwakiri, Yasutaka,Tanaka, Kiyoshi
p. 373 - 383
(2008/03/12)

Molecular iodine in isopropenyl acetate (IPA): a highly efficient catalyst for the acetylation of alcohols, amines and phenols under solvent free conditions
Iodine in isopropenyl acetate (IPA) is a highly efficient catalyst for the acetylation of a variety of alcohols, phenols and amines under solvent free conditions. Primary, secondary, tertiary alcohols, amines and mono to polyhydroxy phenols and anilines with electron donating or withdrawing substituents can be easily acetylated in good to excellent yield at 85-90 °C.
Ahmed, Naseem,van Lier, Johan E.
p. 5345 - 5349
(2007/10/03)

Synthesis and SAR of indazole-pyridine based protein kinase B/Akt inhibitors
A series of heteroaryl-pyridine containing inhibitors of Akt are reported. The synthesis and structure-activity relationships are discussed, leading to the discovery of a indazole-pyridine analogue (Ki = 0.16 nM). These compounds bind in the ATP binding site, are potent, ATP competitive, and reversible inhibitors of Akt activity. No selectivity amongst the Akt isoforms is observed for this analogue, but there is good selectivity against an panel of other kinases. It is least selective for other members of the AGC family of kinases but is nonetheless 40-fold selective for Akt over PKA. The compound shows cellular activity and significantly slows tumor growth in vivo.
Woods, Keith W.,Fischer, John P.,Claiborne, Akiyo,Li, Tongmei,Thomas, Sheela A.,Zhu, Gui-Dong,Diebold, Robert B.,Liu, Xuesong,Shi, Yan,Klinghofer, Vered,Han, Edward K.,Guan, Ran,Magnone, Shayna R.,Johnson, Eric F.,Bouska, Jennifer J.,Olson, Amanda M.,Jong, Ron de,Oltersdorf, Tilman,Luo, Yan,Rosenberg, Saul H.,Giranda, Vincent L.,Li, Qun
p. 6832 - 6846
(2007/10/03)

Gold-catalyzed reactions of 2-alkynyl-phenylamines with α-β-enones
(Chemical Equation Presented) The gold-catalyzed reaction of 2-alkynyl-phenylamines with α,β-enones represents a new general one-pot entry into C-3-alkyl-indoles by sequential reactions. Gold-catalyzed sequential cyclization/ alkylation, N-alkylation/cyclization, or N-alkylation/cyclization/alkylation reactions leading to different indoles can be directed by changing the 2-alkynyl-phenylamine 1/α,β-enone 3 ratio and the reaction temperature. Unusual gold-catalyzed rearrangement reaction of indoles are observed at 140°C. New gold-catalyzed formation of propargyl-alkyl ether under mild conditions and the hydration reaction of N-acetyl-2-ethynyl-phenylamine are reported.
Alfonsi, Maria,Arcadi, Antonio,Aschi, Massimiliano,Bianchi, Gabriele,Marinelli, Fabio
p. 2265 - 2273
(2007/10/03)

Behavioural response of Triatoma infestans (Klug) (Hemiptera: Reduviidae) to quinazolines
The behavioural responses of the haematophagous bug Triatoma infestans towards some previously identified components of its faeces: 4-methylquinazoline, 2,4-dimethylquinazoline and their mixtures were evaluated using a video tracking system. Fifth instar nymphs and females but not males were significantly attracted to polyethylene glycol formulations of 4-methyl + 2,4-dimethylquinazoline (50 [μg each). Fifth instar nymphs were also attracted to 4-methylquinazoline alone (50 μg) but females were only attracted by the mixture of both methyl quinazolines (50 μg each). Syntheses of both methyl quinazolines were carried out starting from 2-aminoacetophenone by modifying the conditions of reported procedures.
Alzogaray,Fontan,Camps,Masuh,Santo Orihuela,Fernandez,Cork,Zerba
p. 1190 - 1196
(2007/10/03)

A mild procedure for the oxidative cleavage of substituted indoles catalyzed by plant cell cultures
We have developed a mild procedure for the oxidative cleavage of indole carbon double bonds using plant cell cultures as a catalytic system in the presence of H2O2. We have developed a novel procedure for the oxidative cleavage of indole carbon double bonds in the presence of H 2O2 using plant cell cultures as a catalytic system. The oxidative procedure has some advantages, such as mild reactions, good yields, easy work-up and safety.
Takemoto, Masumi,Iwakiri, Yasutaka,Suzuki, Yuki,Tanaka, Kiyoshi
p. 8061 - 8064
(2007/10/03)

One pot conversion of azido arenes to N-arylacetamides and N-arylformamides: Synthesis of 1,4-benzodiazepine-2,5-diones and fused [2,1-b]quinazolinones
Sodium iodide in acidic media has been employed for the synthesis of N-arylformamides and N-arylacetamides. The NaI/acetic acid reagent system has also been extended for the synthesis of 1,4-benzodiazepine-2,5-diones, pyrrolo[2,1-c][1,4]benzodiazepine-5,11-diones, and fused [2,1-b]quinazolinones.
Kamal, Ahmed,Ramana, A. Venkata,Reddy, K. Srinivasa,Ramana, K. Venkata,Hari Babu,Prasad, B. Rajendra
p. 8187 - 8190
(2007/10/03)

Thiazole benzamide derivatives and pharmaceutical compositions for inhibiting cell proliferation, and methods for their use
Aminothiazole compounds with mono-/di-substituted benzamide are represented by the Formula (I), and their pharmaceutically acceptable salts, pharmaceutically acceptable prodrugs, pharmaceutically active metabolites, and pharmaceutically acceptable salts of said metabolites are described. These agents modulate and/or inhibit the cell proliferation and activity of protein kinases and are useful as pharmaceuticals for treating malignancies and other disorders.
-
Page 43

(2010/02/03)

Kinase inhibitors
Compounds having the formula are useful for inhibiting protein kinases. Also disclosed are compositions which inhibit protein kinases and methods of inhibiting protein kinases in a patient.
-
(2008/06/13)

Kinase inhibitors
Compounds having the formula are useful for inhibiting protein kinases. Also disclosed are compositions which inhibit protein kinases and methods of inhibiting protein kinases in a patient.
-
Page/Page column 27

(2010/01/31)

Primary intermediate for use in oxidative hair dyeing
1-(2,5-Diaminophenyl)ethanol useful as a primary intermediate for the oxidative dyeing of hair.
-
Page column 3

(2008/06/13)

Internal conversion of o-aminoacetophenone in solution
The photophysical properties of o-aminoacetophenone (o-AAP) in solution have been studied by using a femtosecond laser-single photon counting system and time-resolved thermal lensing (TRTL) method. The fluorescence quantum yield (φf) and lifeti
Yoshihara,Shimada,Shizuka,Tobita
p. 4972 - 4978
(2007/10/03)

Radical intermediates in the peroxidation of indoles
2-Substituted and 1,2-disubstituted indoles react with m-chloroperbenzoic acid and hydrogen peroxide in the presence of acid or calcium chloride affording 2- and 3-(3-oxoindol-2-yl)indoles; whereas 2,3-disubstituted indoles, reacting with the same oxidant
Astolfi,Greci,Rizzoli,Sgarabotto,Marrosu
p. 1634 - 1640
(2007/10/03)

Preparation of a zeolite X-encapsulated copper(II) chloride complex and its catalysis for liquid-phase oxygenation of enamines in the presence of molecular oxygen
Copper(II) chloride complexes were readily prepared within pores of zeolite X with the modified zeolite found to act as a heterogeneous catalyst for the oxygenation of a variety of enamines in the presence of molecular oxygen without leaching of the active copper species.
Ebitani, Kohki,Nagashima, Kohji,Mizugaki, Tomoo,Kaneda, Kiyotomi
p. 869 - 870
(2007/10/03)

THERAPEUTIC AGENT FOR DIABETES
A therapeutic agent for diabetes, which comprises a compound of the formula [I] wherein Xis a group of the formula wherein R4and R5are the same or different and each is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, and R6is a hydrogen atom or an amino-protecting group; R1is an optionally substituted alkyl having 1 to 5 carbon atoms, an optionally substituted alkenyl having 2 to 6 carbon atoms and the like, R2is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, R2' is a hydrogen atom, and R3is an optionally substituted alkyl having 1 to 5 carbon atoms and the like, a prodrug thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof and a solvate thereof. The compound of the present invention shows superior blood sugar decreasing action on the state of hyperglycemia, but does not affect the blood sugar when it is in the normal range or in the hypoglycemic state, which means that it is free of serious side effects such as hypoglycemia. Therefore, the compound of the present invention is useful as a therapeutic drug for diabetes and also useful as a preventive of the chronic complications of diabetes.
-
(2008/06/13)

Synthesis of 4-Quinolone Derivatives
Routes to 4-amino-2-alkyl substituted quinoline-3-carboxylic acids and 3-acyl-2-phenyl and 3-acyl-2-alkyl substituted 4-quinolones have been devised by application of isoxazole chemistry and Heck-Stille couplings.
Jensen, Soeren,Torssell, Kurt B. G.
p. 53 - 56
(2007/10/02)