Palladium-catalyzed stereoselective ring-opening reaction of aryl cyclopropyl ketones

Abstract

Herein, we report that α,β-unsaturated ketones could be obtained by palladium-catalyzed ring-opening of mono-substituted cyclopropyl ketones efficiently and systematically. (E)-1-Arylbut-2-en-1-ones were generated from aryl cyclopropyl ketones stereoselectively in yields of 23–89% by the Pd(OAc)₂/PCy₃ catalytic system. The reaction exhibited stereoselectivity (only E products were found) and was suitable for both phenyl and heteroaryl cyclopropyl ketones.