Novel Synthesis of <i>g</i><i>em</i>-Dichloroaziridines from Imines via the KF/Al₂O₃-Promoted Generation of Dichlorocarbene from Chloroform

Abstract

KF/Al2O3 was found to be an efficient base for the reaction of imines with chloroform in acetonitrile to give gem-dichloroaziridines 2 in moderate to high yields. The KF/Al2O3-promoted dichloroaziridination can be carried out with simple workup, tolerates a variety of functional groups present in the imines, and proceeds smoothly with a smaller amount of carbene source