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Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone-Azide Cycloaddition Involving Regitz Diazo Transfer

Jie-Ping Wan*, Shuo Cao and Yunyun Liu

*College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P.R. China, Email: wanjiepingjxnu.edu.cn

J.-P. Wan, S. Cao, Y. Liu, Org. Lett., 2016, 18, 6034-6037.

DOI: 10.1021/acs.orglett.6b03016 (free Supporting Information)



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Abstract

Domino reactions between NH-based secondary enaminones and tosyl azide enable the synthesis of various N-substituted 1,2,3-triazoles via a key Regitz diazo-transfer process by employing t-BuONa as the base promoter. The reactions proceed efficiently at room temperature with good substrate tolerance.


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Key Words

1,2,3-triazoles


ID: J54-Y2016