Abstract
Upon treatment of 2-methyl-5,6-dihydro-2H-pyran with dichlorocarbene there are formed products of addition to the double bond and insertion at the C-H bond giving cis- and trans-7,7-dichloro-2-methyl-3-oxabicyclo[4.1.0]heptane and 2-dichloromethyl-2-methyl-5,6-dihydro-2H-pyran.
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E. E. Schweizer and W. E. Parham, J. Amer. Chem. Soc., 82, 4085 (1960).
J. C. Anderson and D. J. Lindsay, Tetrahedron, 20, 2021 (1964).
J. C. Anderson and C. B. Reese, Chem. Ind., No. 3, 575 (1963).
A. A. Gevorkyan, N. M. Khizantsyan, P. I. Kazaryan, and G. A. Panosyan, Khim. Geterotsikl Soedin., No. 2, 167 (1981).
V. Kirmse, Chemistry of Carbenes [Russian translation], Mir, Moscow, (1966), p. 201.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 190–191, February, 1986.
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Ibatullin, U.G., Petrushina, T.F., Gataullin, R.R. et al. Reaction of 2-methyl-5,6-dihydro-2H-pyran with dichlorocarbene. Chem Heterocycl Compd 22, 147–148 (1986). https://doi.org/10.1007/BF00519933
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DOI: https://doi.org/10.1007/BF00519933