Mechanistic studies on the Cu-catalyzed three-component reactions of sulfonyl azides, 1-alkynes and amines, alcohols, or water: dichotomy via a common pathway

EJ Yoo, M Ahlquist, I Bae, KB Sharpless…

Index: Yoo, Eun Jeong; Ahlquist, Marten; Kim, Seok Hwan; Bae, Imhyuck; Fokin, Valery V.; Sharpless, K. Barry; Chang, Sukbok Angewandte Chemie - International Edition, 2007 , vol. 46, # 10 p. 1730 - 1733

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Citation Number: 145

Abstract

Combined analyses of experimental and computational studies on the Cu-catalyzed three- component reactions of sulfonyl azides, terminal alkynes and amines, alcohols, or water are described. A range of experimental data including product distribution ratio and trapping of key intermediates support the validity of a common pathway in the reaction of 1-alkynes and two distinct types of azides substituted with sulfonyl and aryl (alkyl) groups. The proposal ...