Anti-Markovnikov ring-opening of sulfonium salts with alkynes by visible light/copper catalysis  

作　　者：Xuan Li Min Jiang Junze Zuo Xiuyan Song Jian Lv Daoshan Yang 

机构地区：[1]Key Laboratory of Optic-electric Sensing and Analytical Chemistry for Life Science,Ministry Of Education,College of Chemistry and Molecular Engineering,Qingdao University of Science and Technology,Qingdao 266042,China [2]College of Materials,Chemistry and Chemical Engineering,Hangzhou Normal University,Hangzhou 310036,China [3]Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology(Ministry of Education),Department of Chemistry,Tsinghua University,Beijing 100084,China

出　　处：《Science China Chemistry》2023年第3期791-798,共8页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(22271170);the Scientific Research Foundation of Qingdao University of Science and Technology(1203043003457).

摘　　要：Internal alkynes are widespread skeletons in bioactive molecules and materials which are also used as important building blocks in chemical synthesis. Herein, we report a novel and efficient copper-catalyzed Sonogashira reaction between sulfonium salts and alkynes through an anti-Markovnikov ring-opening pathway promoted by visible light. The coexistence of the nitrogen and phosphorus ligands in the system is the key to the success of this reaction. This radical type ring-opening reaction affords a new strategy for the synthesis of internal alkynes. Furthermore, this study is also an effective complement to the diverse reaction patterns of sulfonium salts.

关 键 词：radical reaction visible-light photocatalysis sulfonium salts copper catalysis ALKYNES 

分 类 号：O621.251[理学—有机化学]