A simple and eco-friendly method for the aminomethylation of 3-substituted oxindoles via three-component Mannich reaction in aqueous media

被引：23

作者：

Liu, Xiong-Li ^{[1
,2
]}

Zhang, Xiao-Mei ^{[1
]}

Yuan, Wei-Cheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 08期

基金：

中国国家自然科学基金;

关键词：

Oxindole; Mannich reaction; Formalin; Aminomethylation; Water mediated reaction; ALDOL-TYPE REACTION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; PROCHIRAL NUCLEOPHILES; ASYMMETRIC MICHAEL; ALLYLIC ALKYLATION; QUATERNARY CARBON; ISATINS; 2-OXINDOLES; CATALYSTS;

D O I：

10.1016/j.tetlet.2010.12.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and eco-friendly method for the aminomethylation of various 3-substituted oxindoles via three-component Mannich reaction in aqueous media has been established. A variety of oxindoles containing a quaternary carbon center, which comprises an aminomethyl group were obtained smoothly in good yields (up to 93%) with this method. Particularly valuable features, such as employing cheap and readily available formalin as a useful aminomethylation Cl unit and using water as a reaction medium, are embodied in this method. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：903 / 906

页数：4

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