Photocatalytic Radical Coupling of Organoborates with α-Halogenated Electron-Poor Olefins

J Org Chem. 2024 Jan 5;89(1):633-643. doi: 10.1021/acs.joc.3c02386. Epub 2023 Dec 11.

Abstract

Herein, we report the visible-light-mediated addition of organoborates to α-halogenated electron-poor olefins enabled by an environmentally benign metal-free catalyst. The method accommodates a variety of boronic acid derivatives as well as alkenes and delivers the corresponding saturated α-halo-derivatives in up to 90% yields. The obtained products are high-value building blocks in organic synthesis, allowing for a variety of follow-up transformations.