Ligand-accelerated site-selective Csp2–H and Csp3–H alkynylations of alcohols via Pd(ii) catalysis

Abstract

A ligand-accelerated site-selective C–H alkynylation of weakly coordinated yet synthetically promising alcohols, via putative 6, 7 and 8-membered palladacycle intermediates, was developed. The endo-type C–H activation of olefins has been previously well developed, and in the current work we developed an exo C–H alkynylation of alkenols. Importantly, by making judicious choices of amide attached oximes, challenging secondary and tertiary Csp³–H alkynylations of alcohols were also realized.