Unusual tandem sequence of oxa Diels–Alder reaction, retro Diels–Alder reaction, and oxa 6π-electrocyclic ring opening in the reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes
作者： Adil I. Khatri , Shriniwas D. Samant
DOI: 10.1039/C4RA13374A
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摘要: The oxa Diels–Alder reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes took an unusual path whereby a tandem sequence the reaction, retro and 6π-electrocyclic ring opening pyran yielded 3-(4-methoxyphenyl)-5-phenyl-1-(piperidin-1-yl/pyrrolidin-1-yl)penta-2,4-dien-1-ones. place in boiling toluene series substituted benzaldehydes. An electron-donating group on benzaldehyde retarded while electron-withdrawing favoured it, thus indicating normal electron demand pathway.
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