Iodine-Catalyzed Direct C-H Alkenylation of Azaheterocycle N-Oxides with Alkenes

Org Lett. 2017 Feb 3;19(3):440-443. doi: 10.1021/acs.orglett.6b03399. Epub 2017 Jan 23.


An efficient and regioselective alkenylation of azaheterocycle N-oxides with alkenes catalyzed by iodine under metal- and external oxidant-free reaction conditions has been developed. A variety of (E)-2-styrylazaheterocycles have been produced in moderate to excellent yields. The mechanistic exploration indicated that the N-oxide group played dual roles as both the directing group and an internal oxidant in this catalytic cycle.

Publication types

  • Research Support, Non-U.S. Gov't