Regioselective indole C2-alkylation using -CF3-substituted enones under redox neutral Rh(iii) catalysis

被引：31

作者：

Chaudhary, Bharatkumar ^{[1
]}

Diwaker, Monika ^{[1
]}

Sharma, Satyasheel ^{[1
]}

机构：

[1] NIPER A, Dept Med Chem, Gandhinagar 382355, Gujarat, India

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 21期

关键词：

C-H ACTIVATION; HIGHLY ENANTIOSELECTIVE CONSTRUCTION; FRIEDEL-CRAFTS ALKYLATION; BOND ACTIVATION; BETA; BETA-DISUBSTITUTED ENONES; TRIFLUOROMETHYLATION REACTIONS; DISUBSTITUTED ENONES; SMILES REARRANGEMENT; CONJUGATE ADDITION; RHODIUM CATALYSIS;

D O I：

10.1039/c8qo00932e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(iii) catalyzed C-H alkylation at the C2-position of indole with -trifluoromethyl-,-unsaturated ketones is described. The reactions proceed efficiently with low catalyst loading and a broad range of substrates with excellent functional group compatibility. The scale-up reaction was successfully achieved with 0.5 mol% of the Rh catalyst without significant decrease in the yield. This protocol provides direct access to pharmaceutically important indole derivatives containing a stereogenic carbon center bearing a CF3 functionality at the C2-position.

引用

页码：3133 / 3137

页数：5

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