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Synthesis and conversions of the dimer of 2-methylene-5,6-benzocyclohexan-1-one induced by H2S and acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of 5, 6-benzocyclohexan-l-one with formaldehyde in the presence of bases gives the Diels—Alder dimer of the intermediate 2-methylene-5, 6-benzocyclohexan-l-one and the expectedmethylenebis-Sexpectedmethylenebis-5, 6-benzocyclohexan-l-one. The optimal conditions for the formation of the dimer and its conversion into the hydroxy-.1, 6-diketone are found. The reactions of these products with H2S and acids are studied. The structures of the newly prepared compounds are confirmed by13C NMR.

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N. G. Chernyshevskii Saratov State University, Saratov 410026. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 898–901, July, 1994.

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Kapitonova, E.V., Fedotova, O.V., Chushkov, A.A. et al. Synthesis and conversions of the dimer of 2-methylene-5,6-benzocyclohexan-1-one induced by H2S and acids. Chem Heterocycl Compd 30, 773–776 (1994). https://doi.org/10.1007/BF01169632

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  • DOI: https://doi.org/10.1007/BF01169632

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