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Benzotriazole-assisted synthesis of α-acylaminonitriles and a conceptually novel method for peptide elongation
Journal article   Peer reviewed

Benzotriazole-assisted synthesis of α-acylaminonitriles and a conceptually novel method for peptide elongation

Alan R Katritzky and Laszlo Urogdi
Journal of the Chemical Society, Perkin Transactions 1, (7), pp.1853-1857
1990

Abstract

A general method for the synthesis of α-acylamino nitriles is reported. Initially, the adducts resulting from Mannich-type condensation of benzotriazole with an aldehyde and an amide are prepared. These undergo elimination of benzotriazole with cyanide to give α-arylamino nitriles in high yields. Subsequent hydrolysis of the nitrile function to the di-amides, followed by a repetition of the cyanoalkylation sequence, constitutes a novel method for the elongation of peptides.

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