Tetrahedron Letters p. 7029 - 7032 (2000)
Update date:2022-07-30
Topics: Synthesis Regioselectivity Characterization Yield Catalyst Intramolecular Cycloaddition Pyrido[1,2-a]benzimidazole [4+2] Cycloaddition Electron-deficient Heterocycle Transition state π-system
Alajarin
Vidal
Tovar
A new synthesis of pyrido[1,2-a]benzimidazole derivatives is described. Easily available N-(2-propenylideneaminophenyl)ketenimines underwent an intramolecular [4+2] cycloaddition reaction, in which the cumulated C=C bond of the ketenimine fragment acts as the 2π-electron component and the α, β-unsaturated imine function as the 4π-electron component, yielding the titled compounds in a periselective manner. (C) 2000 Elsevier Science Ltd.
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