Synthesis of α,α‐Difluoromethylene Alkynes by Palladium‐Catalyzed <i>gem</i>‐Difluoropropargylation of Aryl and Alkenyl Boron Reagents

Abstract

Abstract gem ‐Difluoropropargyl bromides are versatile intermediates in organic synthesis, but have rarely been employed in transition‐metal‐catalyzed cross‐coupling reactions. The first palladium‐catalyzed gem ‐difluoropropargylation of organoboron reagents with gem ‐difluoropropargyl bromides is now reported. The reaction proceeds under mild reaction conditions with high regioselectivity; it features a broad substrate scope and excellent functional‐group compatibility and thus provides an attractive approach for the synthesis of complex fluorinated molecules, in particular for drug discovery and development.