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

被引:19
作者
Zhang, Hao [1 ]
Wang, Hui [1 ]
Yang, Haijun [1 ]
Fu, Hua [1 ]
机构
[1] Tsinghua Univ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Dept Chem, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
SOLVENT-FREE CONDITIONS; AZAVINYL CARBENES; STEREOCONTROLLED SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; EFFICIENT CATALYST; CONVENIENT REAGENT; CARBONYL-COMPOUNDS; TRANSANNULATION; 1-SULFONYL-1,2,3-TRIAZOLES; DITHIOACETALIZATION;
D O I
10.1039/c5ob00638d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and useful rhodium-catalyzed denitrogenative thio-acetalization 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.
引用
收藏
页码:6149 / 6153
页数:5
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