Jang Young Ho, Youn So Won
Center for New Directions in Organic Synthesis, Department of Chemistry and Research Institute for Natural Sciences, Hanyang University , Seoul 133-791, Korea.
Org Lett. 2014 Jul 18;16(14):3720-3. doi: 10.1021/ol5015398. Epub 2014 Jul 1.
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.
