Integrating fluorine into heterocyclic structures via cyclization reactions under metal-free conditions is attractive for organic synthesis. Herein, we describe solvent dependent fluorinative cyclizations of o -hydroxyarylenaminones, which were promoted by H 2 O and NFSI under metal-free conditions, to furnish 2,3-substituted chromanones. Di- and monofluorinated 2-hydroxyl chromanones could be achieved selectively in a THF–H 2 O or EtOH–H 2 O system at ambient temperature under an air atmosphere.
Integrating fluorine into heterocyclic structu...