Direct Transformation of Methyl Imines to -Iminonitriles under Mild and Transition-Metal-Free Conditions

被引：27
|
作者：
Chen, Feng [1 ]
Huang, Xiaoqiang [1 ]
Cui, Yuxin [1 ]
Jiao, Ning [1 ,2 ]
机构：
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 34期
基金：
美国国家科学基金会;
关键词：
CH activation; nitriles; radical reactions; rearrangement; transition-metal free; C-H AMINATION; TRIISOPROPYLSILYL ENOL ETHERS; ALPHA-IMINONITRILES; IMIDOYL CYANIDES; SCHMIDT REACTION; ENAMINE CATALYSIS; ORGANIC-SYNTHESIS; BOND FUNCTIONALIZATION; TRIMETHYLSILYL AZIDE; CONVENIENT SYNTHESIS;
D O I：
10.1002/chem.201301933
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel transformation of methyl imines into α-iminonitriles under mild and transition-metal-free conditions is described. Three C sp 3-H bonds are cleaved in a radical pathway at room temperature under air. Simple bromide salts are employed to assist this radical process (see scheme; FG=functional group, PIDA = iodobenzene diacetate, TMS = trimethylsilyl). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：11199 / 11202
页数：4
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