Mechanistic investigation on the formation of indolizines from 2-enynylpyridines.
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.
Departamento de Química Orgánica, Facultade de Química, Campus Lagoas-Marcosende, 36310 Vigo, Spain.
Inma R
IR
Lahoz
Cristina
C
Sicre
Armando
A
Navarro-Vázquez
Carlos
C
Silva López
María-Magdalena
MM
Cid
D002384:Catalysis; D003500:Cyclization; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
D007212:Indolizines; D011725:Pyridines