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

ARKIVOC • 2007
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Publication Information
Authors Alan R. Katritzky,a* Ashraf A. A. Abdel-Fattaha,b, and Ilhami Celika,c
Keywords Amidoalkylation, N-(β-nitroalkyl)amides, N-(β-cyanoalkyl)-amides, N-acylpropargylamines, β-N-acylamino acids
Journal ARKIVOC
Publisher ARKAT USA, Inc.
Volume xi
Issue Not Available
Pages 96-113
publication.type International
Paper Link Not Available
Supplementary Materials Not Available
Abstract
Reactions of readily available and stable N-(α-amidoalkyl)benzotriazoles 1 (derived from a
variety of aliphatic, aromatic or heterocyclic aldehydes) with diverse nitroalkanes, nitriles,
alkynes and esters afforded N-(β-nitroalkyl)amides 4 (54−96%), N-(β-cyanoalkyl)amides 6
(58−88%), N-acylpropargylamines 11 (41−87%) and esters of β-N-acylamino acids 13
(68−96%), respectively.