Metal-Free C–H Amination for Indole Synthesis
journal contributionposted on 18.07.2014, 00:00 by Young Ho Jang, So Won Youn
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.