A novel fluorine–metal exchange reaction of pentafluorocrotonate with organocuprate. Generation of β-metallated tetrafluorocrotonate and its cross-coupling reaction

Abstract

Fluorine–metal exchange reaction of 2,3,4,4,4-pentafluorocrotonates with organocuprate derived from Grignard reagent and CuCN takes place efficiently to generate the β-metallated tetrafluorocrotonate intermediate, which reacts with various electrophiles to give β-substituted 2,4,4,4-tetrafluorocrotonates.