Grubb’s and Wilkinson catalyzed reactions of 2-phenyl-3-vinyl substituted 2H-azirines

Abstract

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime

Copper(I)-Catalyzed N–O Bond Formation through Vinyl Nitrene Mediated Pathway under Mild Conditions

“…Transition metal catalyzed reactions of 2 H -azirines have been used to synthesize indoles, amides, oxime ethers, and 1,2,3-triazole derivatives . These transformations usually involve a nitrene intermediate.…”