Metal-Free C-H Amination for Indole Synthesis

被引：93
作者：
Jang, Young Ho
Youn, So Won [1 ]
机构：
[1] Hanyang Univ, Dept Chem, Ctr New Direct Organ Synth, Seoul 133791, South Korea
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 14期
基金：
新加坡国家研究基金会;
关键词：
PALLADIUM-CATALYZED REACTIONS; 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE DDQ; 4-SUBSTITUTED INDOLES; HIGHLY EFFICIENT; PHENONIUM ION; OXIDATION; FUNCTIONALIZATION; CONVENIENT; ARYLPROPENES; HETEROCYCLES;
D O I：
10.1021/ol5015398
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An effective metal-free C-H amination of N-Ts-2-alkenylanilines by using DDQ as an oxidant has been developed to afford a diverse range of substituted indoles. This protocol is operationally simple and robust, obviates the need of expensive transition-metal catalysts, and offers a broad substrate scope. A mechanism involving a radical cation generated by SET and a migratorial process via a phenonium ion intermediate is proposed.
引用
收藏
页码：3720 / 3723
页数：4
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