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Metal-Free C-H Amination for Indole Synthesis

Authors
Jang, Young HoYoun, So Won
Issue Date
Jul-2014
Publisher
AMER CHEMICAL SOC
Citation
ORGANIC LETTERS, v.16, no.14, pp.3720 - 3723
Indexed
SCIE
SCOPUS
Journal Title
ORGANIC LETTERS
Volume
16
Number
14
Start Page
3720
End Page
3723
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/143357
DOI
10.1021/ol5015398
ISSN
1523-7060
Abstract
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.
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