Enzymatic synthesis of N-acylethanolamines: Direct method for the aminolysis of esters
Immobilized Candida antarctica (Novozyme 435) catalyzed synthesis of N-acylethanolamines is described. Treatment of methyl esters with lipase and amines yielded the desired amides within 2-24 h with yields ranging from 41% to 98%.
Whitten, Kyle M.,Makriyannis, Alexandros,Vadivel, Subramanian K.
A catalyst-free, waste-less ethanol-based solvothermal synthesis of amides
A green, one-pot approach based on the solvothermal amidation of carboxylic acids with amines has been developed for the synthesis of diverse aliphatic and aromatic amides. It does not require the use of catalysts or coupling reagents and it occurs in the presence of ethanol that has been proved to have a key role in the process. The proposed strategy is also extendable to biologically active amides and could represent a low-cost and waste-less alternative to the common synthetic pathways.
Indium-mediated mild and facile method for the synthesis of amides
Indium-mediated coupling reactions of acyl chlorides and amines for the synthesis of amide bonds are described. The reaction afforded high yields of the desired amides under mild and neutral conditions, and it was applicable also to the preparation of peptides without epimerization.
Cho, Dae Hyan,Jang, Doo Ok
p. 2285 - 2287
(2007/10/03)
Chemoselective alcoholysis of acylureas
Two methods for the chemoselective alcoholysis of acylureas were developed to generate esters and amides, respectively. In alcoholysis using sodium methoxide in methanol, methoxide attacked the acyl carbonyl to give the corresponding methyl ester. While in alcoholysis using lithium benzyloxide in diethyl ether, benzyloxide attacked the urea carbonyl to give the amide. The chemoselectivity originates in the different chelating abilities of the metals and the polarity of the solvents.
Kishikawa,Eida,Kohmoto,Yamamoto,Yamada
p. 173 - 175
(2007/10/02)
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