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

页码：2242 / 2246

页数：5

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