Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds†
Weiyu Li,Lei Zhou
Green Chemistry Pub Date : 07/30/2021 00:00:00 , DOI:10.1039/D1GC02036F
Abstract

Herein, we report a visible-light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochemical reaction was carried out at room temperature in an open flask using ethyl acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.

Graphical abstract: Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds