Photocatalytic radical defluoroalkylation of unactivated alkenes via distal heteroaryl ipso-migration.

ABSTRACT: Currently, the selective activation of C(sp³)-F bonds and C-C bonds constitute one of the most widely used procedures for the synthesis of high-value products that range from pharmaceuticals to agrochemical applications. While numerous examples of these two methods have been reported in their respective fields, the processes which merge the activation of both single C(sp³)-F bonds and C-C bonds in one step still remain elusive. Here, we demonstrate the controllable defluoroalkylation-distal functionalization of trifluoromethylarenes with unactivated alkenes via distal heteroaryl migration. This is proposed to proceed via tandem C(sp³)-F and C-C bond cleavage using visible-light photoredox catalysis combined with Lewis acid activation. This strategy provides

SUBMITTER: Yuan X 

PROVIDER: S-EPMC9814454 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature