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
收藏
页码：2156 / 2162
页数：7
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