Synthesis of α-Bromo Arylethyl Sulfonyl Fluorides and β-Arylethenesulfonyl Fluorides via Copper-Catalyzed Meerwein Arylation

被引：1

作者：

Liu, Ming-Jian ^{[1
,2
]}

Fayad, Eman ^{[3
]}

Abu Ali, Ola A. ^{[4
]}

Tao, Xiang-Feng ^{[2
]}

Qin, Hua-Li ^{[1
,2
]}

机构：

[1] Wuhan Univ Technol, State Key Lab Silicate Mat Architectures, Wuhan 430070, Peoples R China

[2] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China

[3] Taif Univ, Coll Sci, Dept Biotechnol, POB 11099, Taif 21944, Saudi Arabia

[4] Taif Univ, Coll Sci, Dept Chem, Taif 21944, Saudi Arabia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 18期

基金：

中国国家自然科学基金;

关键词：

SUFEX; CHEMISTRY; INHIBITORS; FLUOROSULFONYLVINYLATION; ELECTROPHILES; DISCOVERY;

D O I：

10.1021/acs.joc.4c01002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical copper-catalyzed process for the synthesis of the beta-arylethenesulfonyl fluorides is described. A series of alpha-bromo arylethyl sulfonyl fluorides was prepared via Meerwein reaction from arenediazonium tetrafluoroborates and ethenesulfonyl fluoride (ESF) under mild conditions. The following beta-arylethenesulfonyl fluorides were further obtained through a beta-elimination reaction. This protocol features excellent regio- and stereoselectivity and broad substrate scope.

引用

页码：13709 / 13718

页数：10

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