Electrocyclization and Unexpected Reactions of Non-Stabilized α,β:γ,δ-Unsaturated Azomethine Ylides: Experimental and Theoretical Studies

Abstract Versatile, two-step syntheses of dihydrodibenzo[c,e]azepines, carbazole derivatives, and other alkaloid-type drug-like scaffolds by in situ generated azomethine ylide-induced intramolecular electrocyclization reaction from commercially available materials are presented. The mechanisms transition-metal-free carbon–carbon bond formation the role kinetic control, resulting good regioselectivity, were confirmed theoretical calculations.