Reactivity of Electrogenerated N??Heterocyclic Carbenes in Room??Temperature Ionic Liquids. Cyclization to 2??Azetidinone Ring via C??3/C??4 Bond Formation

…, I Chiarotto, M Orsini, G Sotgiu, A Inesi

Index: Feroci, Marta; Chiarotto, Isabella; Orsini, Monica; Sotgiu, Giovanni; Inesi, Achille Advanced Synthesis and Catalysis, 2008 , vol. 350, # 9 p. 1355 - 1359

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Citation Number: 43

Abstract

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 ...