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I2/TBPB Mediated Oxidative Reaction of N-Tosylhydrazones with Anilines: Practical Construction of 1,4-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

Zhong-Jian Cai, Xin-Mou Lu, You Zi, Chao Yang, Ling-Jie Shen, Jian Li, Shun-Yi Wang* and Shun-Jun Ji*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China, Email: shunyisuda.edu.cn, shunjunsuda.edu.cn

Z.-J. Cai, X.-M. Lu, Y. Zi, C. Yang, L.-J. Shen, J. Li, S.-Y. Wang, S.-J. Ji, Org. Lett., 2014, 16, 5108-5111.

DOI: 10.1021/ol502431b (free Supporting Information)


Abstract

An efficient I2/TBPB mediated oxidative formal [4 + 1] cycloaddition of N-tosylhydrazones with anilines represents a simple, general, and efficient approach for the construction of 1,2,3-triazoles under metal-free and azide-free conditions.

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Key Words

1,2,3-triazoles, peroxides, iodine


ID: J54-Y2014