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Formylation and vinylformylation of 2,3-cycloalkenobenzopyrylium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Heating of 2,3-cycloalkenobenzopyrylium salts in acetic anhydride with excess formylating agent (dimethylformamide, formanilide, N-formylmorpholine, and N-phenyl-N-methyl-aminoacrolein) gives monoiminium salts, the hydrolysis of which yields aldehydes or, in the presence of hydrosulfide, thioaldehydes. On treatment with the Vilsmeier complex, 1-methylquinaldinium salts give diiminium salts, which are hydrolyzed to the corresponding aldehydes.

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Literature cited

  1. V. I. Minkin and G. N. Dorofeenko, Usp. Khim., 29, 599 (1960).

    Google Scholar 

  2. Z. Arnold, Zh. Vses. Khim. Obshchestva, 7, 390 (1962).

    Google Scholar 

  3. I. G. Dingwall, D. H. Reid, and K. Wade, J. Chem. Soc., C, 913 (1969).

  4. G. A. Reynolds and I. A. Van Allan, J. Org. Chem., 34, 2736 (1969).

    Google Scholar 

  5. V. L. Zbarskii, G. M. Shutov, V. F. Zhilin, and E. Yu. Orlova, Zh. Organ. Khim., 4, 1970 (1968).

    Google Scholar 

  6. F. M. Hammer, The Cyanine Dyes and Related Compounds, Vol. 4 (1964).

  7. I. Russel and M. Speak, J. Am. Chem. Soc., 63, 851 (1941).

    Google Scholar 

  8. A. Ridgway and I. Robinson, J. Chem. Soc., 214 (1924).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 733–736, June, 1971.

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Shelepin, N.E., Loseva, N.S., Nivorozhkin, L.E. et al. Formylation and vinylformylation of 2,3-cycloalkenobenzopyrylium salts. Chem Heterocycl Compd 7, 684–686 (1971). https://doi.org/10.1007/BF00476806

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  • DOI: https://doi.org/10.1007/BF00476806

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