Iron-Catalyzed Decarboxylative and Deconstructive Cross-Coupling of Acrylic Acids with Ketone-Derived Dihydroquinazolinones

Abstract

Herein, an iron-catalyzed protocol for the aromatization-driven deconstruction and decarboxylation of ketone-derived dihydroquinazolinones in reaction with unsaturated carboxylic acids is reported. A diverse range of fluoroacrylic acids and cinnamic acids reacted effectively with dihydroquinazolinones, yielding essential monofluoroalkenes and alkenes with excellent stereoselectivity. Additionally, spiro-dihydroquinazolinones served as suitable substrates, facilitating the synthesis of valuable quinazolin-4(3H)-ones featuring alkene motifs. This protocol is notable for its operational simplicity and versatility, enabling the chemical diversification of active molecules.