Visible-Light-Mediated Divergent Silylfunctionalization of Alkenes

Org Lett. 2021 Jul 2;23(13):5128-5132. doi: 10.1021/acs.orglett.1c01658. Epub 2021 Jun 21.

Abstract

1,2-Silylfunctionalization of alkenes is an efficient way to construct highly functionalized silicon-containing compounds. However, examples of 1,2-silylfunctionalization of alkenes using readily available hydrosilanes are limited. Herein, we present a visible-light-mediated divergent 1,2-silylfunctionalization of alkenes using hydrosilane under ambient conditions. A series of β-alkoxy, β-alkylthio, β-hydroxy, and β-indolyl silanes was obtained in good to excellent yields. Moreover, vinylsilanes were successfully prepared in the absence of an additional nucleophile.