Development of Cobalt-Catalyzed C–H Bond Functionalization Reactions

Abstract

This account provides an overview of cobalt-catalyzed CH bond functionalization reactions that have been developed in our group since 2009, including hydroarylation of alkynes and alkenes, CH/electrophile coupling, and addition of arylzinc reagents to alkynes involving 1,4-cobalt migration.

Divergent ring-opening coupling between cyclopropanols and alkynes under cobalt catalysis

“…Pursuing our continuing interest in cobalt-catalyzed C–C bond formation and transformation of unactivated alkynes, 17 – 19 the present study commenced with exploration of the coupling between 1-phenylcyclopropanol ( 1a ) and 5-decyne ( 2a ) ( Table 1 ). Through extensive experimentation, the feasibility of the β-alkenylation was revealed first.…”

Asymmetric Alkylation of N-Sulfonylbenzamides with Vinyl Ethers via C–H Bond Activation Catalyzed by Hydroxoiridium/Chiral Diene Complexes

“…Direct functionalization of aromatic compounds via C–H bond activation of unactivated aromatic rings is emerging as one of the most desirable methodologies of the atom- and step-economical synthesis of useful compounds in organic chemistry . A large number of catalytic systems using transition metal complexes have been developed for the direct carbon–carbon bond formation of aromatic compounds.…”

Weinreb Amides as Directing Groups for Transition Metal-Catalyzed C-H Functionalizations

“…The expense and eventual scarcity of second- (4d) and third-row (5d) transition metals has, in recent years, motivated a shift towards exploring the potential of their more abundant first-row (3d) cousins for catalytic C-H functionalization [ 43 ]. Cobalt stands out in this context as a comparatively cheap, abundant option that comes with a proven track record in broad areas of homogenous catalysis, including several industrially important reactions [ 44 , 45 , 46 ].…”