Abstract
Allyl-2-pyridylsulfide gives upon heating in tetraline and DMF a mixture of 2-methyl-2,3-dihydrothieno[2,3-b]pyridine, dihydrothiopyrano[2,3-b]pyridine, and a mixture of sulfides and disulfides which are formed upon recombination of thiyl radicals. The S-oxide of this sulfide forms only 2-methyl-2,3-dihydrothieno[2,3-b]pyridine of cyclic compounds, which indicates a predominant 2,3- and not 3,3-sigmatropic rearrangement.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 851–853, June, 1989.
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Litvinova, V.V., Solodovnikov, V.E., Anisimov, A.V. et al. Formation of condensed sulfur-nitrogen-containing heterocyclic compounds through transformations of allyl-2-pyridylsulfide and -sulfoxide. Chem Heterocycl Compd 25, 709–711 (1989). https://doi.org/10.1007/BF00470036
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DOI: https://doi.org/10.1007/BF00470036