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Metal-Free C-H Amination for Indole Synthesis

Title
Metal-Free C-H Amination for Indole Synthesis
Author
윤소원
Keywords
PALLADIUM-CATALYZED REACTIONS; HYPERVALENT IODINE REAGENTS; 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE DDQ; 4-SUBSTITUTED INDOLES; HIGHLY EFFICIENT; MILD CONDITIONS; STYRYL AZIDES; PHENONIUM ION; OXIDATION; FUNCTIONALIZATION
Issue Date
2014-07
Publisher
Amer Chemical SOC
Citation
Organic Letters, Jul 2014, 16(14), P.3720-3723,
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.
URI
https://pubs.acs.org/doi/10.1021/ol5015398
ISSN
1523-7060
DOI
10.1021/ol5015398
Appears in Collections:
COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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