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

Author

Molnár, István G., Mucsi, Zoltán, Kovács, Ervin, and Nyerges, Miklós

Subjects
*RING formation (Chemistry), *KINETIC control, *YLIDES, *CARBAZOLE derivatives, *CARBON-carbon bonds, *SCHIFF bases, *CARBAZOLE, *AZEPINES
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 reaction mechanisms of transition-metal-free carbon–carbon bond formation and the role of the kinetic control, resulting in the good regioselectivity, were confirmed by theoretical calculations. [ABSTRACT FROM AUTHOR]

Published
2022
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