Visible-light-induced and iron-catalyzed methylation of N-arylacrylamides with dimethyl sulphoxide: a convenient access to 3-ethyl-3-methyl oxindoles

被引:52
|
作者
Xie, Zuguang [1 ]
Li, Pinhua [1 ]
Hu, Yu [1 ]
Xu, Ning [1 ]
Wang, Lei [1 ,2 ]
机构
[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
C BOND FORMATION; ACTIVATED ALKENES; SULFONATED OXINDOLES; PHOTOREDOX CATALYSIS; FLUOROALKYLSULFONYL CHLORIDES; 3,3-DISUBSTITUTED OXINDOLES; 1,3-DICARBONYL COMPOUNDS; ROOM-TEMPERATURE; CARBOXYLIC-ACIDS; NITRO-COMPOUNDS;
D O I
10.1039/c7ob00779e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-induced and iron-catalyzed methylation of arylacrylamides by dimethyl sulphoxide ( DMSO) is achieved, leading to 3-ethyl-3-methyl indolin-2-ones in high yields. This reaction tolerates a series of functional groups, such as methoxy, trifluoromethyl, cyano, nitro, acetyl and ethyloxy carbonyl groups. The visible-light promoted radical methylation and arylation of the alkenyl group are involved in this reaction.
引用
收藏
页码:4205 / 4211
页数:7
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