Efficient catalytic aza-Michael additions of carbamates to enones: revisited dual activation of hard nucleophiles and soft electrophiles by InCl 3/TMSCl catalyst system

Abstract

The aza-Michael reaction of a variety of chalcones with weaker nucleophilic carbamates catalyzed by InCl 3 in the presence of TMSCl via the entry of dual activation of both hard nucleophiles (carbamates) and soft electrophiles (enones) to provide the corresponding adducts in good yields. The first example of enantioselective aza-Michael reaction of chalcones with carbamates was also investigated in the presence of the present catalyst system.