Acid-catalyzed reactions of 3-hydroxy-2-oxindoles with electron-rich substrates: synthesis of 2-oxindoles with all-carbon quaternary center

被引：43

作者：

Kinthada, Lakshmana K. ^{[1
]}

Ghosh, Santanu ^{[1
]}

De, Subhadip ^{[1
]}

Bhunia, Subhajit ^{[1
]}

Dey, Dhananjay ^{[1
]}

Bisai, Alakesh ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Bhopal, Dept Chem, Bhopal 460023, MP, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 40期

关键词：

ENANTIOSELECTIVE TOTAL-SYNTHESIS; FRIEDEL-CRAFTS REACTION; METAL-FREE; 3,3-DISUBSTITUTED OXINDOLES; ASYMMETRIC-SYNTHESIS; NATURAL-PRODUCTS; O-ARYL; CONSTRUCTION; 3-HYDROXYOXINDOLES; SUBSTITUTION;

D O I：

10.1039/c3ob41482e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Lewis acid catalyzed reaction of in situ generated 2H-indol-2-one (9) with various 2 pi and other electron-rich substrates has been developed. A variety of electron-rich substrates such as allyl/methallyl-trimethylsilane, phenylacetylene, styrenes, acetophenone, and indoles have been used. The methodology provides a straightforward approach for the synthesis of 2-oxindoles with an all-carbon quaternary center at the pseudobenzylic position.

引用

页码：6984 / 6993

页数：10

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