Abstract
Research on synthesis of polycyclic spirans of the 1, 6-dioxaspiro-[4, 4]nonane group is continued. Electrolysis of methanol solutions of 2-furylcyclopentanol, 2-(5′-methyl-furfuryl)cyclopentanol, and 2-furfuryl-1-indanol, gives, by intramolecular alkoxylation, spiro{perhydrocyclopenta[b]furan-2, 2′-(5′dihydrofuran)}, spiro{perhydrocyclopenta[b]furan-2, 2′-(5′-methoxy-5′-methyl-2′, 5′-dihydrofuran)}, and spiro{2, 3, 3a, 8b-tetrahydro-4H-indeno[1, 2-b]furan-2, 2′-(5′-methoxy-2′, 5′-dihydrofuran)}, hitherto undescribed in the literature. Depending on the conditions, catalytic hydrogenation of these gives: spiro{perhydiocyclopenta[b]furan-2, 2′-(5′-methoxytetrahydrofuran)}, spiro{2, 3a, 8b-tetrahydro-4H-indeno[1, 2-b]furan-2, 2′-(5′-methoxytetrahydrofuran)}, spiro{perhydrocyclopenta[b]furan-2, 2′-tetrahydrofuran}, and spiro{2, 3, 3a, 8b-tetrahydro-4H-indeno[1, 2-b]furan-2, 2′-tetrahydrofuran}.
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For Part XXXI see [1].
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Ponomarev, A.A., Markushina, I.A. & Popova, L.V. Study of furan compounds. Chem Heterocycl Compd 3, 325–329 (1967). https://doi.org/10.1007/BF00945354
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DOI: https://doi.org/10.1007/BF00945354