Regioselective Sulfonylvinylation of the Unactivated C(sp3)-H Bond via a C-Centered Radical-Mediated Hydrogen Atom Transfer (HAT) Process

被引：46

作者：

Yang, Shan ^{[1
]}

Wu, Xinxin ^{[1
]}

Wu, Shuo ^{[1
]}

Zhu, Chen ^{[1
,2
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 12期

基金：

中国国家自然科学基金;

关键词：

H BOND; DIRECTED FUNCTIONALIZATION; TRANSLOCATION REACTIONS; PHOTOREDOX CATALYSIS; MIGRATION; CHEMISTRY; SULFONES;

D O I：

10.1021/acs.orglett.9b01734

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Given the similarity of multiple sp(3) C-H bonds in electronic properties and bond dissociation energy (DE), regioselective sp(3) C-H bond functionalization remains a paramount challenge. Here, we report a C-centered radical-mediated approach for site-specific sulfonylvinylation of the C(sp(3))-H bond via the hydrogen atom transfer (HAT) process. The reaction features mild conditions, broad substrate scope, and high regioselectivity and stereoselectivity, manifesting the nontrivial synthetic potential.

引用

收藏

页码：4837 / 4841

页数：5

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