Concise Synthesis of Highly Substituted Benzo[a]quinolizines by a Multicomponent Reaction/Allylation/Heck Reaction Sequence

• DOI: 10.1002/ejoc.201101170
• Publication Date: 2011-09-28T13:50:04Z
• Authors: René den Heeten; Léon J. P. van de...; Daniël L. J. Broere; Elwin Janssen; Frans J. J. de Ka...; Eelco Ruijter; Romano V. A. Orru
• Keywords: Sequence (biology); Heck Reaction

Abstract The combination of the recently developed multicomponent construction highly substituted 3,4‐dihydropyridones with subsequent allylation and intramolecular Heck‐type cyclization allows straightforward benzo[ a ]quinolizines, class polycyclic compounds that – despite their interesting pharmacological photochemical properties have little precedent in literature. After optimization individual steps, we used this reliable three‐step sequence to generate small library diversely ]quinolizines various heterocyclic analogs.