Alkenylation of unactivated alkanes: synthesis of Z-alkenes via dual Co-TBADT catalysis†

Abstract

Hydroalkylation of terminal alkynes via C–H activation is the most atom-economical and straightforward method for synthesizing alkenes. They remain confined to using C(sp²)–H or activated C(sp³)–H bonds. A chelating group enabled the alkenylation of C(sp³)–H bonds, resulting in E alkenes. Protocols by which alkenylation of unactivated C(sp³)–H bonds occurs without a chelating group via metal-hydride or radical pathways remain unknown. Our cobalt-HAT catalysis achieves the desired Z alkene with excellent regio- and diastereoselectivity via C–H activation.