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Review | Regular issue | Vol 83, No. 6, 2011, pp.1205-1239
Published online, 4th February, 2011
DOI: 10.3987/REV-10-691
Synthetic Studies on Nitrogen-Containing Fused-Heterocyclic Compounds Based on Thermal Electrocyclic Reactions of 6π-Electron and Aza 6π-Electron Systems

Tominari Choshi and Satoshi Hibino*

*Graduate School of Pharmacy and Pharmaceutical Sciences, Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Fukuyama, Hiroshima 729-0292, Japan

Abstract

Syntheses of carbazole alkaloids and indoles by an allene-mediated electrocyclic reaction of a 6π-electron system (II) through a tautomeric process, and syntheses of several fused pyridine ring systems including alkaloids by a thermal electrocyclic reaction of an aza 6π-electron system having an oxime or isocyanate (III) through either the elimination of a small molecule or a tautomeric process are described.