- Substrate switchable Suzuki-Miyaura coupling for benzyl ester: Vs. benzyl halide
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Two reaction conditions were developed to accomplish the substrate switchable Suzuki-Miyaura coupling of benzyl derivatives and arylboronic acid derivatives. Under conditions for esters, benzyl esters such as carbonates and acetates reacted with arylboronic acids to afford the corresponding diarylmethanes. However, the benzyl halides did not react under the same conditions. On the other hand, benzyl halides such as bromides and chlorides furnished diarylmethanes under conditions for halides, under which benzyl ester substrates did not react, in which water was found to play an important role. This switching system was tested using the intermolecular/intramolecular competitive reactions, during which the desired products could be synthesized by selecting the appropriate reaction conditions.
- Ohsumi, Masato,Ito, Akitaka,Nishiwaki, Nagatoshi
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p. 35056 - 35061
(2018/10/24)
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- Method for preparing coupling arene from aryl halide by ionizing, discharging and coupling
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The invention discloses a method for preparing coupling arene from aryl halide by ionizing, discharging and coupling. The method comprises the following steps: placing a magnetic stirrer into a three-necked flask and adding aryl halide occupying 1/2 flask, thereby finishing the assembling of an ionizing reaction device; placing the ionizing reaction device into an oil bath pan, introducing inert gas into a reaction system, removing air from the reaction system, starting stirring and heating in the oil bath pan to make aryl halide flow back, and meanwhile, introducing water into a ball-shaped condensation pipe for cooling; starting a high-voltage power generator, and introducing powerful arc generated into the three-necked flask through a metal electrode, thereby ionizing and decomposing aryl halide steam and generating a coupling arene compound; stopping ionizing and heating when solids are separated or the backflow of aryl halide is slowed in a round-bottom flask, and then ending the reaction; recrystallizing or performing reduced pressure distillation purification on the coupling arene product in the flask, thereby acquiring the coupling arene product. The method disclosed by the invention has the advantages of low cost, high efficiency, environmental protection, and the like.
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Paragraph 0029-0043; 0049-0053
(2017/09/26)
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- METHOD OF PRODUCING 2-AMINONICOTINIC ACID BENZYL ESTER DERIVATIVES
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The present invention provides a method of producing a 2-aminonicotinic acid benzyl ester derivative at a high yield and with a high purity. By reacting a benzyl halide derivative with a 2-aminonicotinic acid derivative in a polar solvent in the presence of a prescribed base, it is possible to obtain a 2-aminonicotinic acid benzyl ester derivative at a high yield and with a high purity.
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Paragraph 0060
(2016/11/17)
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- Friedel-crafts benzylation of activated and deactivated arenes
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NO going back makes possible facile Friedel-Crafts benzylations with moderate reaction temperatures, simple reaction workups, and improved substrate scope for the formation of synthetically important diarylmethanes (see scheme). Upon complexation with BF3?OEt2, hydroxamates serve as reversible leaving groups that stabilize highly reactive carbocations. Even deactivated arenes and electron-deficient benzylhydroxamates react cleanly under these conditions.
- Schaefer, Gabriel,Bode, Jeffrey W.
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supporting information; experimental part
p. 10913 - 10916
(2012/01/02)
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- MODULATORS OF C3A RECEPTOR AND METHODS OF USE THEREOF
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Provided are compounds that are modulators of C3a receptor activity, compositions containing the compounds and methods of use of the compounds and compositions. In certain embodiments, the compounds are pyridones. In certain embodiments, provided are methods for treatment or amelioration of diseases associated with modulation of C3a receptor activity.
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Page/Page column 85
(2008/12/07)
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- Probing the active catalytic sites of zeolites with benzyl chloride
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Zeolites contain numerous catalytic sites. In order to conduct organic chemistry properly, it is necessary to know which site catalyzes the reaction. The conversion of benzyl chloride was tested as a probe reaction. Different products are obtained when th
- Van Herwijnen, Hendrikus W.G,Brinker, Udo H
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p. 4963 - 4967
(2007/10/03)
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- Thiol compounds, their production and use
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Compounds represented by general formula (1) or salts thereof which have a matrix metalloprotease inhibitory activity and are useful as drugs, wherein the rings A and B represent each an optionally substituted homocycle or heterocycle, etc.; R1s are the same or different and each represents hydrogen, optionally substituted hydrocarbyl, acyl, etc.; X1represents a bond, optionally substituted divalent aliphatic hydrocarbyl, etc.; X2represents a bond, optionally substituted divalent aliphatic hydrocarbyl, —O—, etc.; Ys are the same or different represents hydrogen, optionally substituted hydrocarbyl, oxo, etc.; m is 0 or 1; n is an integer of 1 to 3; q1is an integer of 1 to 2n+4; and q2is an integer of 0 to 2n+3, provided that q1+q2is 2n+4.
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- Lithium tetrakis(pentafluorophenyl)borate-catalyzed Friedel-Crafts benzylation reactions
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Lithium tetrakis(pentafluorophenyl)borate [LiB(C6F5)4], a neutral salt, effectively catalyzed Friedel-Crafts benzylation reactions of aromatic compounds with benzyl chloride or mesylate and their substituted derivatives. The LiB(C6F5)4-catalyzed reactions proceeded more efficiently in the coexistence of magnesium oxide.
- Mukaiyama, Teruaki,Nakano, Masakazu,Kikuchi, Wataru,Matsuo, Jun-Ichi
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p. 1010 - 1011
(2007/10/03)
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- CONDENSED PYRAZOLE DERIVATIVES, METHOD OF MANUFACTURING THE SAME, AND ANDROGEN INHIBITOR
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This invention provides a condensed pyrazole derivative of the Formula (1): STR1 (where A denotes CH or N, R 0 and R 3 denote same or different, a hydrogen atom or a lower alkyl group, R 1 and R 2 denote same or different, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a nitro group or a halogen atom, m denotes 1 or 2, and n denotes 1, 2 or 3, provided that, when n is 2, two R 2 may be connected to each other to form a lower alkylenedioxy group), or its pharmaceutically acceptable salt. This derivative or its salt is excellent in the effect of inhibiting the expression of action of androgen, thereby being excellent in therapeutical effect of benign prostatic hypertrophy, prostatic carcinoma, etc., and has a long lasting of efficacy and high oral absorption.
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