Succinimide-Promoted Malonylamination of Alkenes with Amines and Iodonium Ylides via Trapping of Transient Aminium Radical Cations

Org Lett. 2019 Apr 19;21(8):2923-2926. doi: 10.1021/acs.orglett.9b00983. Epub 2019 Apr 3.

Abstract

A conceptually distinct strategy enabling malonylamination of alkenes with abundant amines and iodonium ylides without assistance of any transition metal was developed. Succinimide was identified as a proton shuttle that can not only largely accelerate the process of trapping highly unstable radical ion pairs with alkenes but also significantly improve the chemical yields.

Publication types

  • Research Support, Non-U.S. Gov't