Metal-Free C-H Amination for Indole Synthesis

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99
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104

초록

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.

키워드

PALLADIUM-CATALYZED REACTIONS2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE DDQ4-SUBSTITUTED INDOLESHIGHLY EFFICIENTPHENONIUM IONOXIDATIONFUNCTIONALIZATIONCONVENIENTARYLPROPENESHETEROCYCLES
제목
Metal-Free C-H Amination for Indole Synthesis
저자
Jang, Young HoYoun, So Won
DOI
10.1021/ol5015398
발행일
2014-07
유형
Article
저널명
Organic Letters
16
14
페이지
3720 ~ 3723