ol0c01615_si_001.pdf (4.85 MB)
tBuOK-Promoted Cyclization of Imines with Aryl Halides
journal contribution
posted on 2020-05-21, 20:46 authored by Ya-Wei Li, Hong-Xing Zheng, Bo Yang, Xiang-Huan Shan, Jian-Ping Qu, Yan-Biao KangA transition-metal-free
indole synthesis using radical coupling
of 2-halotoluenes and imines via the later-stage C–N bond construction
was reported for the first time. It includes an aminyl radical generation
by C–H cleaving addition of 2-halotoluenes to imines via the
carbanion radical relay and an intramolecular coupling of aryl halides
with aminyl radicals. One standard condition can be used for all halides
including F, Cl, Br, and I. No extra oxidant or transition metal is
required.