- Tunable Redox Potential Photocatalyst: Aggregates of 2,3-Dicyanopyrazino Phenanthrene Derivatives for the Visible-Light-Induced α-Allylation of Amines
-
This work highlights the tunable redox potential of 6,11-dibromo-2,3-dicyanopyrazinophenanthrene (DCPP3) aggregates, which can be formed through physical π-πstacking interactions with other DCPP3 monomers. Electrochemical and scanning electron microscopy showed that the reduction potential of [DCPP3]n aggregates could be increased by decreasing their size. The size of [DCPP3]n aggregates could be regulated by controlling the concentration of DCPP3 in an organic solvent. As such, a fundamental understanding of this tunable redox potential is essential for developing new materials for photocatalytic applications. The [DCPP3]n aggregates as a visible-light photocatalyst in combination with Pd catalysts in the visible-light-induced α-allylation of amines were used. This [DCPP3]n photocatalyst exhibits excellent photo- and electrochemical properties, including a remarkable visible-light absorption, long excited-state lifetime (16.6 μs), good triplet quantum yield (0.538), and high reduction potential (Ered([DCPP3]n/[DCPP3]n-) > -1.8 V vs SCE).
- Bao, Ming,He, Min,Wang, Yi,Yu, Xiaoqiang
-
p. 14720 - 14731
(2021/11/16)
-
- Regioselective Synthesis of 2-Arylindoles via Palladium-Catalyzed Cyclization of Phenylglyoxal and 2-Anilinoacetophenones with Anilines
-
A versatile route has been developed for the synthesis of 2-arylindoles using a Pd-catalyzed tandem process. Under reductive conditions, different 2-arylindoles were synthesized from phenylglyoxal and aniline. This synthetic methodology involves a tandem reaction of four steps with high regioselectivity. Alternatively, 2-anilinoacetophenones intermediates also can be using to give access to the corresponding 2-arylindoles.
- Benitez-Medina, G. Eliad,Ortiz-Soto, Sofía,Cabrera, Armando,Amézquita-Valencia, Manuel
-
p. 3763 - 3770
(2019/06/24)
-
- Iodine monobromide catalysed regioselective synthesis of 3-arylquinolines from α-aminoacetophenones and: Trans -β-nitrostyrenes
-
A simple and efficient method for regioselective synthesis of 3-arylquinolines is described from α-aminoacetophenones and trans-β-nitrostyrenes using 20 mol% iodine monobromide as a catalyst in acetonitrile solvent at 80 °C. The present method involves tandem reaction of α-aminoacetophenones and trans-β-nitrostyrenes, formation of two new C-C bonds and cleavage of one C-C bond in a single step. The salient features of the protocol are metal- and oxidant-free reaction conditions, broad substrate scope, and good yields.
- Gattu, Radhakrishna,Mondal, Santa,Ali, Saghir,Khan, Abu T.
-
supporting information
p. 347 - 353
(2019/01/10)
-
- Iron(III)-catalyzed synthesis of selenoesters from α-amino carbonyl derivatives at room temperature
-
An Fe(III)-catalyzed efficient method has been developed for the synthesis of selenoester derivatives in high yields through the coupling of α-amino carbonyl/glycine derivatives and diselenides under ambient air. A library of benzoselenoate derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. Experimental results suggest that the reaction proceeds through a radical pathway. Operational simplicity, compatibility with various α-amino carbonyls and diselenides, high yields, fast reaction and mild reaction conditions are the notable advantages of this procedure. We have also shown the practical application of the synthesized selenoesters which is useful to generate peptide bonds in biological sciences.
- Chatterjee, Rana,Mukherjee, Anindita,Santra, Sougata,Zyryanov, Grigory V.,Majee, Adinath
-
-
- A one-pot and three-component synthetic approach for the preparation of asymmetric and multi-substituted 1,4-dihydropyrazines
-
An efficient, one-pot and three-component synthesis of a new series of 2-acyl-3,4,6-triaryl-1,4-dihydropyrazines is described. This two-step strategy involves treatment of phenacyl bromides and anilines to give the nucleophilic substitution intermediate f
- Peytam, Fariba,Adib, Mehdi,Shourgeshty, Reihaneh,Rahmanian-Jazi, Mahmoud,Jahani, Mehdi,Larijani, Bagher,Mahdavi, Mohammad
-
supporting information
(2019/11/11)
-
- Synthesis of (Z)-nitroalkene derivatives through oxidative dehydrogenation coupling of α-aminocarbonyl compounds with nitromethane by copper catalysis
-
A novel copper-catalyzed cross-dehydrogenative coupling reaction of α-amino carbonyl compounds with nitromethane to synthesis of (Z)-nitroalkene derivatives has been established. (Z)-Nitroalkene derivatives are achieved through the cleavage of sp3 CsbndH bonds and formation of CsbndC double bond, with mild reaction conditions and excellent stereoselectivity.
- Zhu, Menghua,Chen, De,Zeng, Sheng,Xing, Chenhu,Deng, Wei,Xiang, Jiannan,Wang, Rui-Jia
-
p. 3214 - 3219
(2018/07/21)
-
- SELECTIVE BROMODOMAIN INHIBITION OF FUNGAL BDF1
-
The invention provides antifungal compounds, antifungal compositions, and intermediates for the preparation of antifungal compounds and antifungal compositions. The invention also provides methods of inhibiting fungi and methods of treating fungal infecti
- -
-
Page/Page column 45-47
(2018/02/28)
-
- CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE
-
Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.
- -
-
Paragraph 000358; 000359; 000402; 000403
(2018/01/17)
-
- Copper-catalyzed oxidative cross-coupling of α-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines
-
A general and mild method for the construction of a carbon-nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with α-aminocarbonyl compounds was achieved. Amines, either aliphatic primary amines, aromatic primary amines or secondary amines can be used as the starting materials. When R2 was different from R3, two isomers would be observed. Therefore, this reaction system has a broad substrate scope and provides a facile pathway for the synthesis of 2-oxo-acetamidines.
- Chen, Chuang,Zhu, Menghua,Jiang, Lihui,Zeng, Zebing,Yi, Niannian,Xiang, Jiannan
-
p. 8134 - 8139
(2017/10/10)
-
- N-Bromosuccinimide promoted and base switchable one pot synthesis of α-imido and α-amino ketones from styrenes
-
An N-Bromosuccinimide (NBS) promoted one pot strategy for the synthesis of α-amino functionalized aryl ketones starting from commercially available styrenes has been developed. NBS participates in multiple tasks, such as bromonium ion formation, oxidation of bromohydrin and providing a nucleophilic nitrogen source. The reaction can easily be switched between α-imido and α-amino ketones by the choice of base. This one pot strategy was successfully applied for the synthesis of psychoactive drug candidates, amfepramone, mephedrone and 4-MEC.
- Shinde, Mahesh H.,Kshirsagar, Umesh A.
-
supporting information
p. 858 - 861
(2016/01/15)
-
- Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade
-
A gold-catalyzed cascade hydroamination/cyclization reaction of α-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.
- Li, Xiangdong,Chen, Ming,Xie, Xin,Sun, Ning,Li, Shi,Liu, Yuanhong
-
supporting information
p. 2984 - 2987
(2015/06/30)
-
- New efficient synthesis of 1,4-benzodiazepin-5-ones by catalytic aza-Wittig reaction
-
1,4-Benzodiazepin-5-ones were synthesized in 71-89% yields from 2-isocyanato-N-(2-oxoalkyl)benzamides via a new catalytic intramolecular aza-Wittig reaction. Starting from easily accessible phthalic anhydride and α-arylamino ketones, the corresponding 2-{[(2-oxoalkyl)amino]carbonyl}benzoic acids underwent sequential formation of the acid azide and Curtis rearrangement to give 2-isocyanato-N-(2-oxoalkyl)benzamides that were reacted directly to give the final 2,4-diaryl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones and 4-aryl-2-tert-butyl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones.
- Wang, Long,Qin, Ru-Qing,Yan, Hong-Ye,Ding, Ming-Wu
-
p. 3522 - 3528
(2015/11/17)
-
- One-Pot Metal-Free Cascade Synthesis of 2-(Perfluoroalkyl)pyrroles
-
An efficient synthesis of 2-(perfluoroalkyl)pyrroles that employs a sequential one-pot three-component reaction between substituted ω-bromoacetophenones, anilines, and methyl perfluoroalk-2-ynoates has been developed. This transition-metal-free cascade pr
- Sun, Xuechun,Han, Jing,Chen, Jie,Deng, Hongmei,Shao, Min,Zhang, Hui,Cao, Weiguo
-
supporting information
p. 7086 - 7090
(2015/11/16)
-
- Synthesis and kinetic testing of new inhibitors for a metallo-β- lactamase from Klebsiella pneumonia and Pseudomonas aeruginosa
-
There are currently no clinically useful inhibitors against metallo-β-lactamases (MBLs), enzymes that confer resistance against a broad spectrum of commonly used antibiotics and that are produced by an increasing number of bacterial pathogens. New pyrrole
- Mohamed, Mosaad S.,Hussein, Waleed M.,McGeary, Ross P.,Vella, Peter,Schenk, Gerhard,Abd El-Hameed, Rania H.
-
experimental part
p. 6075 - 6082
(2011/12/22)
-
- Synthesis of optically active β-amino alcohols by asymmetric transfer hydrogenation of α-amino ketones
-
A number of optically active amino alcohols were synthesized by direct asymmetric transfer hydrogenation of the corresponding amino ketones with good-to-high enantiomeric excesses (up to 95%) and excellent yields (up to 93%). When the range of substrates was broadened to include α-sulfonamido ketones or α-keto sulfones, the corresponding products were obtained with 100% enantiomeric excesses. The absolute configuration of (1R)-2-[(4- chlorophenyl) amino]-1-(4-methoxyphenyl) ethanol was confirmed by X-ray crystal structure analysis. Georg Thieme Verlag Stuttgart.
- Xu, Zhou,Zhu, Songlei,Liu, Yongmin,He, Ling,Geng, Zhicong,Zhang, Yawen
-
scheme or table
p. 811 - 817
(2010/10/01)
-
- Microwave-assisted, solvent-free Bischler indole synthesis
-
The solid-state reaction between anilines and phenacyl bromides in the presence of an equimolecular amount of sodium bicarbonate gives N-phenacylanilines. Microwave irradiation of mixtures of these compounds with anilinium bromides at 540 W for 45-60 s provides a mild, general, and environmentally friendly method for the synthesis of 2-arylindoles in 50-56% overall yields. A one-pot variation of the method, involving irradiation of 2:1 mixtures of anilines and phenacyl bromides, was also developed, allowing a simplified experimental procedure and leading to improved yields (52-75%). Georg Thieme Verlag Stuttgart.
- Sridharan, Vellaisamy,Perumal, Subbu,Avenda?o, Carmen,Menéndez, J. Carlos
-
-
- Photochemistry of N-heterocycles. 7: Light induced reductive ring contractions of sixmembered cyclic iminium ions
-
Photochemically induced reductive ring contractions, previously observed for 2,5-dihydro-1,2,4-triazines, have also been verified for 1,4-dihydropyrimidines 2a,b, the dihydro-1,2,4,5-tetrazine 9, and dihydro-1,3,5-triazines 11a,b giving rise to fivemembered fully unsaturated heterocycles (pyrroles 4a,b, imidazoles 13a,b, and triazole 10, respectively). The 1,4-dihydropyrazines 15a-j tend to decompose in acidified 2-propanol in the dark, but on irradiation they also undergo reductive ring contraction furnishing solely the 1,2,5-triarylpyrroles 16a-d rather than the (a priori also possible) isomeric 1,3,4-triarylpyrroles 17a-d. In contrast, the 3,6-diphenylpyrid-azine 18 gives the 4-isopropyl-analogue 19 in low yield upon irradiation in hydrogen chloride saturated 2-propanol. Wiley-VCH Verlag GmbH, 2000.
- Nagy, Jozsef,Madarasz, Zoltan,Rapp, Rudolf,Szoelloesy, Aron,Nyitrai, Jozsef,Doepp, Dietrich
-
p. 281 - 290
(2007/10/03)
-
- Reaction of Symmetric N1 ,N2-Diarylamidines with α-Bromoacetophenone and Ethyl 2-Bromoethanoate
-
2-Bromo-1-{aryl[1-(arylimino)ethyl]amino}-1-phenylethanol derivatives 3a, 3b were obtained from the reaction of N1 ,N2-diarylacetamidines 1a, 1b with α-bromoacetophenone 2, while 1a, 1b with ethyl 2-bromoethanoate 4 afforded 2-{[1-(arylimino)]ethyl}aminoethanoic acid derivatives 5a, 5b; N1,N2-diarylformamidines 6a, 6b reacted with 2 and 4 to give the arylaminoacetophenones 8a, 8b and N-arylglycine ethyl esters 11a, 11b respectively together with the corresponding formanilides 9a, 9b.
- Gomaa, Mohsen Abdel-Motaal
-
p. 654 - 655
(2007/10/03)
-
- PREPARATION OF NEW THIOHYDROXAMIC ACID DERIVATIVES: SYNTHESIS OF SUBSTITUTED 1-HYDROXY-1,2-DIHYDROIMIDAZOLE-2-THIONES
-
A general method for the synthesis of the title compounds is reported.The N-phenacylarylamines (11), prepared from the corresponding phenacyl bromides (9) and arylamines (10), give the thiono (or dithio) carbamates (12) on treatment with phenoxythionocarb
- Barton, Derek H. R.,Chern, Ching-Yu,Tachdjian, Catherine
-
p. 793 - 806
(2007/10/02)
-
- Nucleophilic Substitution Reactions of Phenacyl Benzenesulphonates with Anilines in Methanol-Acetonitrile Mixtures
-
The nucleophilic substitution reactions of phenacyl benzenesulphonates with anilines in methanol-acetonitrile have been studied.A stronger nucleophile was found to cause less bond cleavage, while a better leaving group led to less bond formation, in compl
- Lee, Ikchoon,Shim, Chang Sub,Chung, Soo Young,Lee, Hai Whang
-
p. 975 - 982
(2007/10/02)
-
- Preparation of Stable 1,4-Dihydropyrazines
-
The N-phenacylarylamine (4) gives the N,N-diphenacyl derivative (5) on treatment with phenacyl bromine under phase-transfer catalysis conditions.Condensation of (5) with an arylamine results in the formation of the thermally stable 1,4-diaryl-3,5-diphenyl
- Fourrey, Jean-Louis,Beauhaire, Josiane,Yuan, Chun Wei
-
p. 1841 - 1844
(2007/10/02)
-
- The Chemistry of Amino Oximes, XIV. Synthesis and Reaction of 2--3-imidazoline 3-Oxides
-
2-Benzoyl-4-phenyl-1-(p-tolyl)-3-imidazoline 3-oxide (3b) has been prepared by cyclocondensation of α-(p-toluidino)acetophenone oxime (1a) with phenylglyoxal and transferred into 2--4-phenyl-1-(p-tolyl)-3-imidazoline 3-oxide (5
- Gnichtel, Horst,Moeller, Bernd
-
p. 3170 - 3175
(2007/10/02)
-