Another Example of Organo-Click Reactions: TEMPO-Promoted Oxidative Azide–Olefin Cycloaddition for the Synthesis of 1,2,3-Triazoles in Water

Research paper by Dasari Gangaprasad, John Paul Raj, Tayyala Kiranmye, Kesavan Karthikeyan, Jebamalai Elangovan

Indexed on: 09 Nov '16Published on: 08 Nov '16Published in: European Journal of Organic Chemistry


The water-mediated, metal-free, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) promoted oxidative [3+2] cycloaddition of organic azides with electron-deficient terminal and internal olefins was explored. A library of 1,4-disubstituted and 1,4,5-trisubstituted-1,2,3-triazoles were synthesized in moderate to excellent yields. This method was also found to be compatible not only with open-chain olefins but also with cyclic olefins.