- Cyhalofop-containing pesticide composition and application thereof
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The invention discloses a pesticide composition containing cyhalofop-butyl and application thereof, belongs to the technical field of pesticide preparation and comprises 10 - 20 parts of cyhalofop-butyl. Tetramethyl chloride 3-5 parts, synergistic microcapsule 8-13 parts, wetting agent 1.5 - 4.5 parts, dispersing agent 1-3 parts, defoaming agent 0.5 - 1.5 parts and water 40 - 50 parts. When the water in the soil is less, the weed is absorbed by the chitosan so as to accelerate the absorption of A the synergic microcapsule and the cyhalofop-butyl ester, so that the pesticide composition is greatly reduced per mu.
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- 6-chloro-5-hydroxyisoindole-1-one and synthesis method thereof
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The invention belongs to the technical field of organic synthesis, and relates to 6-chloro-5-hydroxyisoindole-1-one and a synthesis method thereof. The preparation method of the compound comprises thefollowing steps: taking 1-bromo-4-methoxy-2-methyl benz
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Paragraph 0024-0026; 0037-0039; 0050-0052
(2020/11/23)
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- Site- and regio-selective incorporation of carbon dioxide into the C(sp2)Si bond of benzosilacyclobutenes
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A reaction of benzosilacyclobutenes with carbon dioxide is catalyzed by a nickel complex having an N-heterocyclic carbene ligand. Carbon dioxide inserts into the C(sp2)Si bond in a site- and regio-selective manner to form a carboncarbon bond, furnishing benzoic acid derivatives.
- Ishida, Naoki,Okumura, Shintaro,Murakami, Masahiro
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supporting information
p. 570 - 572
(2018/04/12)
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- Chemical synthesis method of 6-bromo-5-hydroxyl iso-indolin-1-ketone
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The invention belongs to the field of chemical synthesis, and particularly relates to 6-bromo-5-hydroxyl iso-indolin-1-ketone as well as a chemical synthesis method thereof. A synthetic route of the method is as follows: (shown in the description). The ch
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Paragraph 0007; 0023-0025; 0036-0038; 0049-0051
(2019/01/14)
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- An outstanding catalyst for the oxygen-mediated oxidation of arylcarbinols, arylmethylene and arylacetylene compounds
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A convenient and sustainable protocol for the aerobic oxidation of benzyl alcohols to carbonyl compounds, based on the use of 1,2,4-triazole-type ligands and nickel(ii) bromide, is described. This combination leads to the formation of an exceedingly active, enzyme-like system that allows for other oxidative processes, such as benzylic C-H oxidation and oxygen-mediated cleavage of C-C triple bond, a pioneering procedure for transformation of alkynes into carboxylic acids.
- Urgoitia,Sanmartin,Herrero,Domínguez
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supporting information
p. 4799 - 4802
(2015/03/18)
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- A Metal-Free Approach to Carboxylic Acids by Oxidation of Alkyl, Aryl, or Heteroaryl Alkyl Ketones or Arylalkynes
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The metal-free oxidation of dialkyl, alkyl aryl, or alkyl heteroaryl ketones or arylalkynes to the corresponding carboxylic acids is achieved using an oxidative mixture of Oxone and trifluoroacetic acid. This green method is a simple and mild protocol to obtain carboxylic derivatives in excellent yields.
- Aravinda Kumar,Venkateswarlu, Vunnam,Vishwakarma, Ram A.,Sawant, Sanghapal D.
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p. 3161 - 3168
(2015/10/19)
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- DMSO/I2 mediated C-C bond cleavage of α-ketoaldehydes followed by C-O bond formation: A metal-free approach for one-pot esterification
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A novel and efficient I2/DMSO mediated metal-free strategy is presented for the direct C-C bond cleavage of aryl-/heteroaryl- or aliphatic α-ketoaldehydes by C2-decarbonylation and C1-carbonyl oxidation to give the corresponding carboxylic acids followed by esterification in one pot, offering excellent yields in both the steps. Here, DMSO acts as the oxygen source/oxidant and this reaction works very well under both conventional heating and microwave irradiation. This is a very simple and convenient protocol.
- Venkateswarlu, Vunnam,Aravinda Kumar,Gupta, Sorav,Singh, Deepika,Vishwakarma, Ram A.,Sawant, Sanghapal D.
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p. 7973 - 7978
(2015/07/27)
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- Metal-free oxidative cleavage of the C-C bond in α-hydroxy-β-oxophosphonates
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The potential of TBHP to promote oxidative hydroxylation of α-hydroxy-β-oxophosphonates (HOPs) through C(CO)-C bond cleavage is described. This cleavage, as depicted in the mechanism is expected through an isomer of HOP that reacts with TBHP to generate acids.
- Battula, Satyanarayana,Kumar, Atul,Ahmed, Qazi Naveed
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supporting information
p. 9953 - 9956
(2015/10/12)
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- Series of structural and functional models for the ES (enzyme-substrate) complex of the Co(II)-containing quercetin 2,3-dioxygenase
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A series of mononuclear CoII-flavonolate complexes [Co IILR(fla)] (LRH = 2-{[bis(pyridin-2-ylmethyl) amino]methyl}-p/m-R-benzoic acid; R = p-OMe (1), p-Me (2), m-Br (4), and m-NO2 (5); fla = flavonolate) were designed and synthesized as structural and functional models for the ES (enzyme-substrate) complexes to mimic the active site of the Co(II)-containing quercetin 2,3-dioxygenase (Co-2,3-QD). The metal center Co(II) ion in each complex shows a similar distorted octahedral geometry. The model complexes display high enzyme-type dioxygenation reactivity (oxidative O-heterocyclic ring opening of the coordinated substrate flavonolate) at low temperature, presumably due to the attached carboxylate group in the ligands. The reactivity exhibits a substituent group dependent order of -OMe (1) > -Me (2) > -H (3)14b > -Br (4) > -NO2 (5), and the Hammett plot is linear (ρ = -0.78). This can be explained as the electronic nature of the substituent group in the ligands may influence the conformation and redox potential of the bound flavonolate and finally bring different reactivity. The structures, properties, and reactivity of the model complexes show some dependence on the substituent group in the supporting model ligands, and there is some relationship among them. This study is the first example of a series of structural and functional ES models of Co-2,3-QD, with focus on the effects of the electronic nature of substituted groups and the carboxylate group of the ligands to the dioxygenation reactivity, that will provide important insights into the structure-property-reactivity relationship and the catalytic role of Co-2,3-QD.
- Sun, Ying-Ji,Huang, Qian-Qian,Zhang, Jian-Jun
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supporting information
p. 2932 - 2942
(2014/04/03)
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- The Continuous-Flow Synthesis of Carboxylic Acids using CO2 in a Tube-In-Tube Gas Permeable Membrane Reactor
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Keep it simple: A gas-liquid flow reactor has been developed based on a gas permeable tube-in-tube configuration which effectively delivers gas to a liquid substrate stream in a safe, continuous fashion. A series of carboxylic acids were prepared from the reaction of CO2 with a range of Grignard reagents (see picture).
- Polyzos, Anastasios,O'Brien, Matthew,Petersen, Trine P.,Baxendale, Ian R.,Ley, Steven V.
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supporting information; experimental part
p. 1190 - 1193
(2011/04/18)
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- Optimization of isochromanone based urotensin II receptor agonists
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A series of novel isochromanone based urotensin II receptor agonists have been synthesized and evaluated for their activity using a functional cell based assay (R-SAT). Several potent and efficacious derivatives were identified with 3-(3,4-dichlorophenyl)-6,7-dimethyl-3-(2-dimethylaminoethyl)isochroman-1-one (28) being the most potent compound showing an EC50-value of 51 nM, thereby being the most potent compound so far within the isochromanone series. In addition, two other heterocyclic systems (isochromanes and tetrahydroisoquinolinones) were investigated and these derivatives were found to be both potent and efficacious. The activity of the isochromane derivatives implies that the carbonyl group of the isochromanone is not necessary for activity. Furthermore it was found that the geometry of the heterocycles was more important for receptor interaction than the composition of the heteroatoms present.
- Lehmann, Fredrik,Currier, Erika A.,Olsson, Roger,Ma, Jian-Nong,Burstein, Ethan S.,Hacksell, Uli,Luthman, Kristina
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experimental part
p. 4844 - 4854
(2010/08/06)
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- An improved protocol for the oxidative cleavage of alkynes, alkenes, and diols with recyclable Ru/C
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Efficient synthesis of carboxylic acids from alkynes; aldehydes from alkenes and diols employing Ru/C-based recyclable catalytic system is reported with good to excellent yields. Georg Thieme Verlag Stuttgart.
- Vijay Kumar,Prakash Reddy,Sridhar,Srinivas,Rama Rao
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experimental part
p. 739 - 742
(2009/07/18)
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- First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation
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(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).
- Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques
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p. 3419 - 3429
(2008/02/03)
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- 2-(ARYLOXY)ACETAMIDE FACTOR VIIA INHIBITORS USEFUL AS ANTICOAGULANTS
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The present invention relates generally to novel 2-(aryloxy)acetamides of Formula (I) or stereoisomers, tautomers, pharmaceutically acceptable salts, solvates, or prodrugs thereof, wherein the variables W, Y, Z, R7, R8, and R9 are as defined herein. These compounds are selective inhibitors of the serine protease coagulation factor VIIa which can be used as medicaments.
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Page/Page column 59
(2008/06/13)
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- PROCESS FOR THE PREPARATION OF SUBSTITUTED HETEROCYCLES
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The present disclosure generally relates to a process for the preparation of hydroxy-substituted heterocycles such as isoquinolines, naphthyridines, pyridopyridazines, and pyridopyrimidines.
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Page/Page column 3
(2010/11/27)
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- PHENYLGLYCINAMIDE DERIVATIVES USEFUL AS ANTICOAGULANTS
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The present invention relates generally to phenylglycinamide derivatives that inhibit serine proteases. In particular it is directed to novel phenylglycinamide derivatives, and analogues thereof, which are useful as selective inhibitors of serine protease enzymes of the coagulation cascade; for example thrombin, factor VIIa, factor Xa, factor XIa, factor IXa, and/or plasma kallikrein. In particular, it relates to compounds that are factor VIIa inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of using the same.
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Page/Page column 147
(2008/06/13)
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- Carboxylation of anisole derivatives with CO and O2 catalyzed by Pd(OAc)2 and molybdovanadophosphates
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Anisole and its homologues were carboxylated under the influence of CO and O2 catalyzed by Pd(OAc)2 combined with molybdovanadophosphates (HPMoV) under mild conditions to give the corresponding carboxylic acids in fair to good yields; for instance, anisole underwent the carboxylation under a mixed gas of CO (0.5 atm) and O2 (0.5 atm) in the presence of Pd(OAc)2 (5 mol%) and H5PMo 10V2O40·nH2O (2 mol%) to form an isomeric mixture of anisic acids in good yield.
- Ohashi, Shinichiro,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 486 - 488
(2008/09/18)
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- Directed lithiation of unprotected benzoic acids
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Benzoic acid gives the ortho-lithiated species 1 under standard conditions (s-BuLi-TMEDA-THF, -90 deg C).Reaction of 1 at -78 deg C with either methyl iodide, dimethyl disulfide, hexachloroethane, or 1,2-dibromotetrachloroethane gives the ortho-substituted product.Intramolecular competition between the carboxylic acid and methoxy, chloro, fluoro, or diethylamido functions in ortho- and -para-substituted benzoic acids establishes the carboxylic acid group to be of intermediate capacity in directing metallation.Complimentarity of directing effects is observed with the chloro and fluoro groups in the meta-substituted benzoic acid but not with the methoxy and trifluoromethyl groups.Electrophile introduction into meta- and para-lithiated benzoates occurs with equal efficacy and comparable scope.The 2,4-dihalogenobenzoic acids undergo hydrogen/metal exchange at the position flanked by both halogen substituents. 2,2-Difluoro-1,3-benzodioxole-4-carboxylic acid undergoes lithiation adjacent to the oxygen atom.By use of such methods, routes to benzoic acids contiguously tri- and tetra-substituted with a variety of functionalities have been developed.
- Bennetau, Bernard,Mortier, Jacques,Moyroud, Joel,Guesnet, Jean-Luc
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p. 1265 - 1272
(2007/10/02)
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- The Carboxylic Acid Group as an Effective Director of Ortho-Lithiation
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Treatment of PhCO2H in tetrahydrofuran with 2.2 equiv of a 1:1 sec-butyllithium/N,N,N',N'-tetramethyl-1,2-ethylenediamine complex at -90 deg C gave o-LiC6H4CO2Li, which was treated with electrophiles to give o-RC6H4CO2H (R = Me, SMe, Cl, Br) in good yields.
- Mortier, Jacques,Moyroud, Joeel,Bennetau, Bernard,Cain, Paul A.
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p. 4042 - 4044
(2007/10/02)
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- TiO2-catalyzed photooxygenation of methylaromatic compounds in the presence of Ag2SO4 in CH3CN
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Methylaromatic compounds have been photooxygenated in CH3CN, at room temperature, in the presence of TiO2 and Ag2SO4, to form benzaldehydes and, in some cases, benzoic acids, in yields up to 50%.
- Baciocchi,Rosato,Rol,Sebastiani
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p. 5437 - 5440
(2007/10/02)
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- Antiestrogenic N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxybenzamides: Influence of hydrophobic groups substituted in the ortho-position of the benzamide-fragment on activity
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Experiments are reported here to develop compounds with antiestrogenic and mammary tumor inhibiting properties. Analogues with hydrophobic groups in 2- or 2,6-position of the benzamide-fragment of N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxy
- Hartmann,Vom Orde,Schonenberger
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- Regiospecific Oxidation of Methyl Groups in Dimethylanisoles
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Dimethylanisoles in which one of the methyl groups is meta and the other is ortho or para are regiospecifically oxidized in high yield to the corresponding ortho- and para-substituted aldehydes by copper(II) and peroxydisulfate.Subsequent oxidation of the
- Hauser, Frank M.,Ellenberger, Suzanne R.
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p. 723 - 724
(2007/10/02)
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- Synthesis of 4-Hydroxy-2-methylbenzoic Acid and Its Higher Homologues
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Synthesis of 4-hydroxy-2-methylbenzoic acid (1a) and its higher homologues such as 4-hydroxy-2-methylphenylacetic acid (1b), 3-(4-hydroxy-2-methylphenyl)propanoic acid (1c) and 4-(4-hydroxy-2-methylphenyl)butanoic acid (1d) are described.
- Sen, P. K.,Pal, Panchanan,Goswami, Shyamaprosad,Chattopadhyay, Gautam
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p. 679 - 682
(2007/10/02)
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- Directed Lithiation of Tertiary β-Amino Benzamides
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The directed ortho-lithiation-alkylation of several tertiary β-amino benzamides was studied.The ortho-substituted β-amino benzamides were hydrolyzed directly with 6 N hydrochloric acid, or by a three-step, one-pot reaction involving methylation, elimination, and treatment with aqueous acid. o-Toluic acid, 2-n-butylbenzoic acid, 2-methoxy-6-methylbenzoic aicd, and 4-methoxy-2-methylbenzoic acid were prepared by using this ortho-metalation-hydrolysis methodology.Ortho-lithiation and reaction with benzaldehyde or dimethylformamide followed by hydrolysis with aqueous acid gave lactones in good yield.Methanolysis of N-(4-methoxy-2-methyl benzoyl)-N'-methylpiperizine with sulfuric acid/methanol gave methyl 4-methoxy-2-methylbenzoate in 71percent yield.The conversion of tertiary benzamides into ketones and aldehydes was examined.Treatment of certain tertiary benzamides with alkyllithium reagents gave ketones, while reaction with a modified aluminum hydride reagent gave aldehydes
- Comins, Daniel L.,Brown, Jack D.
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p. 3566 - 3572
(2007/10/02)
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- Metalation of o-Halostyrene Oxides. Preparation of Benzocyclobutenols
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o-Bromo- and o-iodostyrene oxides are converted in fair to good yield to benzocyclobutenols upon treatment with n-BuLi and MgBr2 in THF or ether at -78 deg C, followed by warming to room temperature.The reaction involves initial halogen-lithium exchange followed either by MgBr2-initiated opening of the epoxide function to a haloalkoxide or rearrangement of the epoxide function to a ketone or aldehyde followed by cyclization.Benzocyclobutenol formation was not successful in the case of o-halostilbene oxides.
- Akguen, Eyup,Glinski, Margaret B.,Dhawan, Kasturi L.,Durst, Tony
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p. 2730 - 2734
(2007/10/02)
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- Preparation of Benzocyclobutenols from o-Halostyrene Oxides
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Reaction of several o-bromo- and o-iodostyrene oxides, dissolved in THF at -78 deg C containing a suspension of MgBr2, with n-BuLi gave benzocyclobutenols in 50-83 percent yield.
- Dhawan, Kasturi L.,Gowland, Barbara D.,Durst, Tony
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p. 922 - 924
(2007/10/02)
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