Visible-Light-Mediated Photoredox-Catalyzed Regio- and Stereoselective Chlorosulfonylation of Alkynes

被引：58
作者：
Chakrasali, Prashant [1 ,2 ]
Kim, Kyuneun [1 ,2 ]
Jung, Young-Sik [1 ,2 ]
Kim, Hyejin [1 ]
Han, Soo Bong [1 ,2 ]
机构：
[1] Korea Res Inst Chem Technol, Therapeut & Biotechnol Div, POB 107, Yuseong 34114, Daejeon, South Korea
[2] Univ Sci & Technol, Dept Med Chem & Pharmacol, 217 Gajeongro, Yuseong 305355, Daejeon, South Korea
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 23期
关键词：
VINYL SULFONES; TERMINAL ALKYNES; ALKENES; CHLOROTRIFLUOROMETHYLATION; HALOSULFONYLATION; MOLECULES; CHEMISTRY; CHLORIDES;
D O I：
10.1021/acs.orglett.8b03273
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, a one-step chlorosulfonylation of alkynes via a photocatalytic redox process is described. A variety of commercially available sulfonyl chlorides can be applied for the generation of sulfonyl radical species under visible-light irradiation. Regio- and stereoselective addition of the sulfonyl radical and chloride leads to the efficient formation of (E)-selective beta-chlorovinyl sulfones from a broad range of terminal and internal alkynes. The reported method represents an operationally simple and mild way to furnish vinyl sulfones.
引用
收藏
页码：7509 / 7513
页数：5
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