Iron-catalyzed or iodine-induced intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes: facile access to halogenated 1,2-dihydroquinolines

Abstract

We have developed a simple and convenient method for intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes to afford a series of halogenated 1,2-dihydroquinolines. These reactions exhibited excellent yields and functional group tolerance under mild conditions. The reaction mechanism was investigated by deuterium labeling and control experiments.