Practical conversion of gem-difluorocyclopropenes for the chemodivergent assembly of fluorinated heterocyclic frameworks

Abstract

A unique green method has been established by employing gem-difluorocyclopropylenes as versatile building blocks, leading to the chemodivergent formation of diverse fluorinated heterocyclic frameworks including cyclopropapyrazolopyridines, indolizines, 2-fluoro-3-aryl-3-(heteroaryl)acrylamides etc. These conversions feature ultrasonic vibration-assisted solvent-free 1,3-dipolar cycloaddition, photo-induced rearrangement and mild reduction, providing a highly efficient synthetic route for the assembly of intriguing fluorine-containing compounds with good chemo-/stereo-selectivity and substrate compatibility.