Abstract
In the presence of acetic acid, allyl phenyl sulfoxide forms α-acetoxyallyl phenyl sulfide and 2-acetoxymethyl-2,3-dihydrobenzothiophene; under the same conditions allyl 1-naphthyl sulfoxide gives 2-methyl-2,3-dihydronaphtho-[1,2-b] thiophenoxide.
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W. E. Parham and H. D. Bhavsar, J. Org. Chem., 28, 2686 (1963).
C. R. Johnson, J. C. Sharp, and W. G. Phillips, Tetrahedron Lett., 24, 5299 (1967).
S. Oae and T. Numata, Tetrahedron Lett., 32, 2641 (1967).
M. Kise and S. Oae, Bull. Chem. Soc. Jpn., 43, 1421 (1970).
K. C. Majumdar and B. S. Thyagarajan, J. Chem. Soc. Chem. Comm., No. 2, 83 (1972).
L. Makisumi, S. Takada, and J. Matsukara, J. Chem. Soc. Chem. Commun., No. 20, 850 (1974).
R. G. Aukharieva, T. A. Danilova, A. V. Anisimov, and E. A. Viktorova, Vestn. Mosk. Univ., Ser. 2, Khimiya, 23, 50 (1982).
C. Hurd and H. Greengurd, J. Amer. Chem. Soc., 52, 3356 (1930).
E. N. Karaulova, T. A. Bardina, G. D. Gal'pern, and T. S. Bobruiskaya, Neftekhimiya, 6, 480 (1966).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 747–749, June, 1985.
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Fedorov, N.V., Shevchenko, M.V., Anisimov, A.V. et al. Conversions of allyl aryl sulfoxides under pummerer rearrangement conditions. Chem Heterocycl Compd 21, 624–626 (1985). https://doi.org/10.1007/BF00515059
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DOI: https://doi.org/10.1007/BF00515059