Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides

被引：22

作者：

Zheng, Bing ^{[1
,2
]}

Li, Minyan ^{[2
]}

Gao, Gui ^{[1
]}

He, Yuying ^{[2
,3
]}

Walsh, Patrick J. ^{[2
]}

机构：

[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China

[2] Univ Penn, Penn Merck Lab High Throughput Expt, Roy & Diana Vagelos Labs, Dept Chem, 231 South 34th St, Philadelphia, PA 19104 USA

[3] Univ Paris 06, Dept Chem, F-75005 Paris, France

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 13期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

aryl chlorides; arylation; palladium-catalyzed reaction; sulfonamides; sumatriptan; REGIOSELECTIVE ARYLATION; COUPLING REACTIONS; SULFUR-DIOXIDE; LIGANDS; DERIVATIVES; SULFOXIDES; REAGENTS; SULFONES; AMIDES; ACIDS;

D O I：

10.1002/adsc.201600090

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A palladium-catalyzed -arylation of sulfonamides with aryl chlorides is presented. A Buchwald-type pre-catalyst formed with Kwong's indole-based ligand enabled this transformation to be compatible with a large variety of methyl sulfonamides and aryl chlorides in good to excellent yields. Importantly, under the optimized reaction conditions, only mono-arylated products were observed. This method has been applied to the efficient synthesis of sumatriptan, which is used to treat migraines.

引用

页码：2156 / 2162

页数：7

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