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光诱导条件下炔烃的邻位二氟烷基化和氨基磺酰化反应

Vicinal Difluoroalkylation and Aminosulfonylation of Alkynes under Photoinduced Conditions.

作者信息

Xiang Yuanchao, Li Yuewen, Kuang Yunyan, Wu Jie

机构信息

Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, P. R. China.

出版信息

Chemistry. 2017 Jan 23;23(5):1032-1035. doi: 10.1002/chem.201605336. Epub 2016 Dec 19.

Abstract

A photoinduced vicinal difluoroalkylation and aminosulfonylation of alkynes under photocatalysis was realized. The combination of ethyl 2-bromo-2,2-difluoroacetate, alkynes, and DABCO⋅(SO ) with hydrazines, catalyzed by 9-mes-10-methyl acridinium perchlorate in the presence of visible light, afforded (E)-ethyl 2,2-difluoro-4-aryl-4-sulfamoylbut-3-enoates in good yields with high stereoselectivity. This four-component reaction proceeds through radical addition with the insertion of sulfur dioxide.

摘要

实现了光催化下炔烃的光诱导邻位二氟烷基化和氨磺酰化反应。在可见光存在下,由高氯酸9-间位-10-甲基吖啶鎓催化,2-溴-2,2-二氟乙酸乙酯、炔烃和DABCO⋅(SO)与肼的组合,以良好的产率和高立体选择性得到了(E)-2,2-二氟-4-芳基-4-氨磺酰基丁-3-烯酸乙酯。该四组分反应通过自由基加成并插入二氧化硫进行。

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