HFIP-promoted Michael reactions: direct para-selective C-H activation of anilines with maleimides

被引：18
|
作者：
Li, Bang [1 ,2 ]
Mao, Qi [1 ,2 ]
Zhou, Jia [3 ]
Liu, Feng [1 ,2 ]
Ye, Na [1 ,2 ]
机构：
[1] Soochow Univ, Jiangsu Key Lab Neuropsychiat Dis, Dept Med Chem, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Soochow Univ, Coll Pharmaceut Sci, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[3] Univ Texas Med Branch, Dept Pharmacol & Toxicol, Addict Res Ctr, Galveston, TX 77555 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 08期
基金：
中国国家自然科学基金;
关键词：
CATALYZED ASYMMETRIC 1,4-ADDITION; PHOSPHINE-OLEFIN LIGANDS; ARYL BORONIC ACIDS; ARYLBORONIC ACIDS; CONJUGATE-ADDITION; DERIVATIVES; HYDROARYLATION; DESIGN; 3-ARYLSUCCINIMIDES; ANTICONVULSANTS;
D O I：
10.1039/c8ob03073a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Michael reaction is widely used for the C-C coupling of electron-poor olefins and C(sp(3))-H pronucleophiles. Herein, an effective Michael reaction approach between electron-rich aromatic and heteroaromatic substrates as C(sp(2))-H nucleophiles with maleimides as electrophiles in 1,1,1,3,3,3-hexafluoro2- propanol (HFIP) was first presented without the need for any additional metal catalysts or reagents. This reaction provides a concise and environmentally friendly strategy for the facile construction of 3-aryl succinimides from N, N-disubstituted anilines and maleimides with high para selectivity.
引用
收藏
页码：2242 / 2246
页数：5
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