Affiliation:
1. Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University
2. Department of Teaching and Research, Nanjing Forestry University
Abstract
AbstractA novel reaction of propargylamines with aryl azides is designed for the synthesis of 5-amino-1,2,3-triazoles employing a one-pot strategy. In this process, base-mediated isomerization of propargylamines generates allenamine intermediates, which participate in a cyclization reaction with azides. Optimization of the reaction conditions revealed that t-BuOK as the base and DMF as the solvent gave the best yields. This protocol is expanded to different propargylamines and azides, with the results showing that 3-aryl propargylamines and aryl azides are tolerated to produce the corresponding 1,2,3-triazoles. This procedure provides a simple and efficient method to access a series of 5-amino-1,2,3-triazoles possessing a wide spectrum of functional groups.
Funder
Natural Science Foundation of Hainan Province
National Natural Science Foundation of China
Subject
Organic Chemistry,Catalysis
Cited by
3 articles.
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