Palladium-Catalyzed N-Arylation of Sulfoximines with Aryl Sulfonates

被引:32
作者
Yang, Qingjing [1 ]
Choy, Pui Ying [2 ]
Zhao, Qingyang [2 ]
Leung, Man Pan [2 ]
Chan, Hoi Shan [2 ]
So, Chau Ming [1 ]
Wong, Wing-Tak [1 ]
Kwong, Fuk Yee [1 ,2 ]
机构
[1] Hong Kong Polytech Univ, Shenzhen Res Inst SZRI, Shenzhen 518057, Peoples R China
[2] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
基金
中国国家自然科学基金;
关键词
MEDICINAL CHEMISTRY; BOND ACTIVATION; ONE-POT; MESYLATES; LIGANDS; IODIDES; AMINATION; CHLORIDES; BROMIDES; TOSYLATES;
D O I
10.1021/acs.joc.8b01599
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed C-N bond coupling reaction between NH-sulfoximines and aryl halides (e.g., -Br, -I, and -CI and pseudohalides -OTf and -ONf) was successfully achieved. Nevertheless, aryl tosylates/mesylates left much to be achieved. In this report, a general N-arylation of sulfoximines with aryl sulfonates is described. Using Pd(OAc)(2)/MeO-CM-phos complex, the N-aryl sulfoximine products can be obtained in good-to-excellent yields (up to 99%) with good common functional group compatibility. In addition to arene moieties, alkenyl tosylates are shown to be successful coupling partners.
引用
收藏
页码:11369 / 11376
页数:8
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