Issue 22, 2015

Rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles with disulfides: an entry to diverse transformation of terminal alkynes

Abstract

An efficient and useful rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles has been developed for the first time. The protocol uses readily available N-sulfonyl-1,2,3-triazoles and diaryl disulfides as the starting materials. The corresponding hydrolytic and reductive products with thioacetals were obtained in good to excellent yields, and the reactions were carried out easily under mild conditions with tolerance of some functional groups. Furthermore, the generated thioacetals could be transformed into some useful compounds. Therefore, the present method provides a novel and valuable strategy for the diverse transformation of alkynes.

Graphical abstract: Rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles with disulfides: an entry to diverse transformation of terminal alkynes

Supplementary files

Article information

Article type
Communication
Submitted
01 Apr 2015
Accepted
16 Apr 2015
First published
16 Apr 2015

Org. Biomol. Chem., 2015,13, 6149-6153

Author version available

Rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles with disulfides: an entry to diverse transformation of terminal alkynes

H. Zhang, H. Wang, H. Yang and H. Fu, Org. Biomol. Chem., 2015, 13, 6149 DOI: 10.1039/C5OB00638D

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