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铑催化的 N-磺酰基-1,2,3-三唑与二硫化物的脱氮硫缩醛化反应:通向末端炔烃多样转化的途径

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

作者信息

Zhang Hao, Wang Hui, Yang Haijun, Fu Hua

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China.

出版信息

Org Biomol Chem. 2015 Jun 14;13(22):6149-53. doi: 10.1039/c5ob00638d.

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.

摘要

首次开发了一种高效且实用的铑催化的N-磺酰基-1,2,3-三唑的脱氮硫缩醛化反应。该方法使用易于获得的N-磺酰基-1,2,3-三唑和二芳基二硫化物作为起始原料。以良好至优异的产率得到了相应的含硫缩醛的水解和还原产物,反应在温和条件下易于进行,且对一些官能团具有耐受性。此外,生成的硫缩醛可以转化为一些有用的化合物。因此,本方法为炔烃的多样化转化提供了一种新颖且有价值的策略。

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