'On Water' Direct Aldol Reaction of Oxindoles with β,γ-Unsaturated α-Keto Esters for the Synthesis of 3-(α-Hydroxy-β-carbonyl)oxindoles

被引：4

作者：

Han, Man-Yi ^{[1
]}

Pan, Ping ^{[1
]}

Sheng, Fei-Fei ^{[1
]}

机构：

[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China

来源：

SYNLETT | 2017年 / 28卷 / 11期

基金：

中国国家自然科学基金;

关键词：

aldol reaction; on water; oxindole; beta; gamma-unsaturated alpha-keto ester; 3-(alpha-hydroxy-beta-carbonyl)oxindole; COLUMN CHROMATOGRAPHY-FREE; HENRY NITROALDOL REACTIONS; ORGANIC-REACTIONS; ROOM-TEMPERATURE; CATALYST-FREE; 3-HYDROXY-2-OXINDOLE SCAFFOLDS; NUCLEOPHILIC-ADDITION; MICHAEL ADDITION; HIGHLY EFFICIENT; ON-WATER;

D O I：

10.1055/s-0036-1588764

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient 'on water' direct aldol reaction of oxindoles and beta,gamma-unsaturated alpha-keto esters was developed, giving 3-(alpha-hydroxy-beta-carbonyl) oxindoles in high yields (up to 92%) and diastereoselectivities (up to >20:1). Compared with organic solvent, water as the solvent was crucial to the reaction and rate acceleration was observed in water.

引用

页码：1378 / 1382

页数：5

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