Brönsted acid catalyzed addition of N1-p-methyl toluenesulfonyl triazole to olefins for the preparation of N2-alkyl 1,2,3-triazoles with high N2-selectivity

doi:10.1016/S1872-2067(15)61107-X

Chinese Journal of Catalysis ›› 2016, Vol. 37 ›› Issue (8): 1222-1226.DOI: 10.1016/S1872-2067(15)61107-X

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Brönsted acid catalyzed addition of N¹-p-methyl toluenesulfonyl triazole to olefins for the preparation of N²-alkyl 1,2,3-triazoles with high N²-selectivity

Jinwei Shi^a, Lili Zhu^b, Jian Wen^a, Zili Chen^a

a. Department of Chemistry, Renmin University of China, Beijing 100872, China;
b. School of Chemistry & Chemical Engineering, Zhoukou Normal University, Zhoukou 466001, Henan, China

Received:2016-03-01 Revised:2016-04-12 Online:2016-07-29 Published:2016-08-01
Contact: Zili Chen
Supported by:
This work was supported by the National Natural Science Foundation of China (21272268 and 21472237).

Abstract

Abstract:

An efficient new method has been developed to synthesize N²-alkyl 1,2,3-triazole products by toluenesulfonic acid (TsOH) catalyzed addition of N¹-Ts substituted 1,2,3-triazoles to olefins. The reactions of monosubstituted and unsubstituted triazole substrates with various olefins, including vinyl esters, are explored.

Key words: Brönsted acid catalysis, N²-alkyl 1,2,3-triazole, N¹-toluenesulfonyl triazole, Olefin reaction, High N²-selectivity

Jinwei Shi, Lili Zhu, Jian Wen, Zili Chen. Brönsted acid catalyzed addition of N¹-p-methyl toluenesulfonyl triazole to olefins for the preparation of N²-alkyl 1,2,3-triazoles with high N²-selectivity[J]. Chinese Journal of Catalysis, 2016, 37(8): 1222-1226.

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Brönsted acid catalyzed addition of N¹-p-methyl toluenesulfonyl triazole to olefins for the preparation of N²-alkyl 1,2,3-triazoles with high N²-selectivity

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