Chemistry of Thiophene 1,1-Dioxides

作者: Juzo Nakayama , Yoshiaki Sugihara

DOI: 10.1007/3-540-48986-X_3

关键词: Organic chemistryThiophene derivativesThiopheneLone pairHeteroatomCycloadditionBond formationOxygen atomChemistryMichael reaction

摘要: Thiophene oxides, where two pairs of lone pair electrons are consumed for bond formation with oxygen atoms, no longer aromatic. Their chemistry has now grown into an important branch both in heteroatom and heterocyclic from synthetic, mechanistic, structural, theoretical points views. 1,1-dioxides most commonly prepared by oxidation thiophenes. As unsaturated sulfones, they serve as dienophiles, 1,3-dipolarophiles, Michael acceptors. They, dienes, undergo a wide variety synthetically useful Diels-Alder reactions occasionally even [4+6] cycloadditions. Many reactions, which not included these categories, also known. The present article describes the thiophene 1,1-dioxides, special emphasis being placed on their synthesis synthetic applications. references structural studies given. selenophene is referred simply.

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