Reactivity of Electrogenerated N??Heterocyclic Carbenes in Room??Temperature Ionic Liquids. Cyclization to 2??Azetidinone Ring via C??3/C??4 Bond Formation
Abstract The intrinsic chemistry of imidazolium-based room-temperature ionic liquids, related to the acidity of the C-2 imidazolium cation, can be modified via cathodic cleavage of the C-2/hydrogen bond. N-Heterocyclic carbenes, electrogenerated by electrolysis of imidazolium-based room-temperature ionic liquids, are stable bases that are strong enough to deprotonate bromoamides 1a–k yielding the azetidin-2-one ring via C-3/C [BOND] 4 ...