A direct synthesis of selenophenes by Cu-catalyzed one-pot addition of a selenium moiety to (E,E)-1,3-dienyl bromides and subsequent nucleophilic cyclization.

Journal: Organic Letters
Published:
Abstract

An efficient protocol for the synthesis of selenophenes and selanyl selenophenes has been achieved by a simple one-pot reaction of 1,3-dienyl bromides and 1,3-dienyl-gem-dibromides respectively with KSeCN catalyzed by CuO nanoparticles. Several aryl, alkenyl, heteroaryl, and alkyl substituted selenophenes were obtained with a broad array of functional group tolerance. This is found to be a general methodology for chalcogenophenes being effective for the synthesis of thiophenes too.

Authors
Pintu Maity, Debasish Kundu, Rajdip Roy, Brindaban Ranu