Research Progress in the Cycloadditions of Fluorinated Nitrile Imines

Abstract Fluorinated nitrile imines, particularly trifluoromethyl and difluoromethyl derivatives, belong to the highly reactive propargylic-type 1,3-dipoles. Their cycloaddition reactions have emerged as a key strategy for efficiently constructing structurally diverse fluorinated nitrogen-heterocycles. This review provides a comprehensive review of recent advances in this field. The discussion focuses on diverse cycloaddition reactions between fluorinated nitrile imines and various dipolarophiles (such as alkenes, alkynes, thiones, imines, carbodiimides, quinones, etc.), demonstrating that these cycloaddition approaches offer significant advantages in controlling reaction selectivity, achieving functional group versatility, and synthesizing complex molecules.