Electrochemical oxidative cyclization of olefinic carbonyls with diselenides†
Zhipeng Guan,Yunkun Wang,Huamin Wang,Yange Huang,Siyuan Wang,Hongding Tang,Heng Zhang,Aiwen Lei
Green Chemistry Pub Date : 08/28/2019 00:00:00 , DOI:10.1039/C9GC02665G
Abstract

The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C–Se and C–O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C–I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.

Graphical abstract: Electrochemical oxidative cyclization of olefinic carbonyls with diselenides