Novel synthesis of gem-dichloroaziridines from imines via the KF/Al2O3-promoted generation of dichlorocarbene from chloroform.
KF/Al(2)O(3) 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/Al(2)O(3)-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.
Mihara
Masatoshi
M
Osaka Municipal Technical Research Institute, Morinomiya 1-6-50, Joto-ku, Osaka 536-8553, Japan.
Ishino
Yoshio
Y
Minakata
Satoshi
S
Komatsu
Mitsuo
M