Bulletin of the Chemical Society of Japan · 1993 · 50 citations · 8 references
Natural SciencesChemistryMedicinal ChemistryNatural Product BiosynthesisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisOrganic SynthesisEnamine ChemistryMorpholine Chemistry
Abstract Methyl 3-alkylazulene-1-carboxylates were synthesized in high yields by the reaction of 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one with in situ generated morpholine enamines of aldehydes. Treatment of the esters with 100% phosphoric acid gave 1-alkylazulenes in excellent yields. Azulene was also synthesized in a good yield via methyl azulene-1-carboxylate with a modification of this method.
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The formation of azulene derivatives from 2H-cyclohepta[b]furan-2-one derivatives
Tadahiro Nozoe, Kahei Takase, T. NAKAZAWA et al. · Tetrahedron · 1971 · 53 citations