cs7b03551_si_001.pdf (1.51 MB)
Electro-oxidative C(sp3)–H Amination of Azoles via Intermolecular Oxidative C(sp3)–H/N–H Cross-Coupling
journal contribution
posted on 2017-10-26, 00:00 authored by Jiwei Wu, Yi Zhou, Yuchen Zhou, Chien-Wei Chiang, Aiwen LeiA method for electrooxidative
C(sp3)–H amination via intermolecular
oxidative C(sp3)–H/N–H cross-coupling has been developed
under metal- and oxidant-free conditions. The C(sp3)–H bonds
adjacent to oxygen, nitrogen, and sulfur atoms could all react smoothly
with various amines to give the corresponding products with moderate
to good yields (30–93%). In addition, the C(sp3)–H bonds
of benzylic and allylic are also tolerated in this reaction. A preliminary
mechanistic study indicates that the C–H cleavage of tetrahydrofuran
is probably not involved in the rate-determining step.