Highly Selective Pd-Catalyzed Intermolecular Fluorosulfonylation of Styrenes

被引：143

作者：

Yuan, Zheliang ^{[1
]}

Wang, Hao-Yang ^{[2
]}

Mu, Xin ^{[1
]}

Chen, Pinhong ^{[1
]}

Guo, Yin-Long ^{[2
]}

Liu, Guosheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Natl Ctr Organ Mass Spectrometry Shanghai, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 07期

关键词：

C-H FLUORINATION; OXIDATIVE AMINOFLUORINATION; RADICAL AMINOFLUORINATION; HYDROFLUORINATION; ALKENES;

D O I：

10.1021/ja5131676

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel Pd-catalyzed intermolecular regio- and diastereoselective fluorosulfonylation of styrenes has been developed under mild conditions. This reaction exhibits a wide range of functional-group tolerance in styrenes and arylsulfinic acids to afford various beta-fluoro sulfones. Preliminary mechanistic study reveals an unusual mechanism, in which a high-valent (L2PdF)-F-III species side-selectively reacts with a benzylic carbon radical to deliver a C-F bond. This pathway is distinct from a previously reported radical fluorination reaction.

引用

页码：2468 / 2471

页数：4

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