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Copper-catalyzed 1,1-difunctionalization of terminal alkynes: a three-component reaction for the construction of vinyl sulfones

Copper-catalyzed 1,1-difunctionalization of terminal alkynes: a three-component reaction for the construction of vinyl sulfones

作     者:Qi Sun Linge Li Liyan Liu Yu Yang Zhenggen Zha Zhiyong Wang 

作者机构:Hefei National Laboratory for Physical Sciences at Microscale CAS Key Laboratory of Soft Matter Chemistry & Center for Excellence in Molecular Synthesis of Chinese Academy of Sciences Collaborative Innovation Center of Suzhou Nano Science and Technology & School of Chemistry and Materials Science in University of Science and Technology of China 

出 版 物:《Science China Chemistry》 (中国科学(化学英文版))

年 卷 期:2019年第62卷第7期

页      面:904-908页

核心收录:

学科分类:07[理学] 0703[理学-化学] 

基  金:supported by the National Natural Science Foundation of China(21432009,21672200,21472177,21772185,21801233) the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB20000000) 

主  题:copper terminal alkynes germinal difunctionalization multicomponent reaction vinyl sulfones 

摘      要:A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo-and stereoselectivity. Preliminary mechanistic studies indicated that the reaction probably underwent a Cu-catalyzed formal C–H insertion to produce an allene intermediate, which was then trapped by a sulfonyl anion to give the corresponding product.

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