Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp3)-H bonds

RSC Adv. 2019 Sep 2;9(47):27588-27592. doi: 10.1039/c9ra05678e. eCollection 2019 Aug 29.

Abstract

A metal-free cross-dehydrogenative coupling of quinones with toluene derivatives has been established. A series of quinones were subjected to reaction with toluene derivatives in the presence of di-tertbutyl peroxide (DTBP) for direct synthesis of benzylquinones. The method exhibits good functional group tolerance, and desired products were obtained in moderate to good yields. Meanwhile, a radical pathway was proposed to describe the cross-dehydrogenative coupling of quinones with toluene derivatives.