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
收藏
页码：903 / 906
页数：4
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