Benzotriazole-mediated amidoalkylations of nitroalkanes, nitriles, alkynes and esters

Abstract

Reactions of readily available and stable N-(alpha-amidoalkyl)benzotriazoles 1 ( derived from a variety of aliphatic, aromatic or heterocyclic aldehydes) with diverse nitroalkanes, nitriles, alkynes and esters afforded N-(beta-nitroalkyl) amides 4 (54-96%), N-(beta-cyanoalkyl) amides 6 (58-88%), N- acylpropargylamines 11 (41-87%) and esters of beta-N-acylamino acids 13 (68-96%), respectively.