'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
收藏
页码：1378 / 1382
页数：5
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