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Mechanistic Investigation on the Formation of Indolizines from 2-Enynylpyridines

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journal contribution
posted on 05.11.2009, 00:00 by Inma R. Lahoz, Cristina Sicre, Armando Navarro-Vázquez, Carlos Silva López, María-Magdalena Cid
2,3,7-Trisubstituted indolizines were obtained from E- or Z-2-enynyl-4-substituted pyridines. The mechanistic pathway involves a base-catalyzed double-bond isomerization, if the E-isomer is the starting material, followed by a concerted pseudocoarctate cyclization.