Abstract
The reaction of 1-phenyl-3-(3,4-dimethoxyphenyl)-3-(2-oxocyclohexyl)-1-propanone with hydrogen sulfide and acids gives an intramolecular rearrangement product, 2α-phenyl-2,4-ortho-(14,15-dimethoxybenzo)-cis-1-thiadecalin in addition to the usual products of disproportionation of intermediate 2-phenyl-4-(3,4-dimethoxyphenyl)-5,6-tetramethylene-4H-thiopyran, namely, 5,6-tetramethylenethiopyrilium salts and 2α-phenyl-4α-(3,4-dimethoxyphenyl)-cis-1-thiadecalin. The configurational and conformational assignments for the sulfides, their sulfoxides, and sulfones were made by 13C NMR spectroscopy.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 199–205, February, 1986.
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Klimenko, S.K., Tyrina, T.I., Sorokin, N.N. et al. An unusual product of the reaction of 1-phenyl-3-(3,4-dimethoxyphenyl)-3-(2-oxocyclohexyl)-1-propanone with hydrogen sulfide and acids: 2α-phenyl-2,4-ortho-(14,15-dimethoxybenzo)-cis-1-thiadecalin. Chem Heterocycl Compd 22, 155–161 (1986). https://doi.org/10.1007/BF00519935
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DOI: https://doi.org/10.1007/BF00519935