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Interconversions, reactivities, and structures of isomeric hydrothiochromenes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2,4-Diphenyl-5,6,7,9-tetrahydrothiochromene was isomerized to 2,4-diphenyl-5,6-tetramethylene-4H-thiopyran in the presence of HCl and DCl. The relative thermodynamic stabilities of 2,4-diphenyl-5,6-tetramethylene-6H-thiopyran and the compound thus obtained were studied. The reactivities of the isomers of all three compounds in oxidation, disproportionation, and alkylation reactions are discussed. The structures of 2,4-diphenyl-5,6,7,9-tetrahydrothiochromene and 2,4-diphenyl-5,6-tetramethylene-4H-thiopyran were established by x-ray diffraction analysis.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1342–1346, October, 1981.

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Stolbova, T.V., Klimenko, S.K., Shcherbakov, A.A. et al. Interconversions, reactivities, and structures of isomeric hydrothiochromenes. Chem Heterocycl Compd 17, 1002–1006 (1981). https://doi.org/10.1007/BF00503528

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  • DOI: https://doi.org/10.1007/BF00503528

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