Oxidative three-component 1,2-alkylarylation of alkenes with alkyl nitriles and N-heteroarenes?

Chemical Communications Pub Date: 2018-10-08 DOI: 10.1039/C8CC06509H

Abstract

An indium-promoted intermolecular oxidative 1,2-alkylarylation of alkenes with alkyl nitriles and N-heteroarenes enabled by C(sp3)–H/C(sp2)–H functionalization is presented. This oxidative radical strategy allows the formation of two new C–C bonds through transformations of two different C–H bonds across the alkenes in a controlled single-step manner, and offers a general, highly atom-economic route for the production of new functionalized N-heteroarenes, including indoles, pyrrolo[2,3-b]pyridine, pyrrolo[3,2,1-ij]quinolone and pyrroles.

Graphical abstract: Oxidative three-component 1,2-alkylarylation of alkenes with alkyl nitriles and N-heteroarenes
Recommended Literature