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Redox troponization of 4-methyl-4-dibromomethyl-2,5-cyclohexadien-1-one by the action of Pd(PPh3)4

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

The feasibility of using gem-dihalomethyl-substituted cyclohexadienones in redox troponization reactions was shown in the case of the reaction of 4-methyl-4-dibromomethyl-2,5-cyclohexadien-1-one with Pd(PPh3)4, leading to the formation of 4-methy1-2,4,6-cycloheptatrien-1-one.

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Literature cited

  1. V. A. Nikanorov, V. I. Rozenberg, V. I. Bakhmutov, et al., J. Organomet. Chenu,307, 351, 363 (1986).

    Google Scholar 

  2. V. I. Rozenberg, V. A. Nikanorov, G. V. Gavrilova, et al., Izv. Akad. Nauk SSSR, Ser, Khim., 2393 (1986).

  3. T. Zincke and R. Suhl, Ber.,39, 4148 (1906).

    Google Scholar 

  4. J. R. Merchant and R. G. Jadhav, J. Indian Chenu Soc.,51, 95 (1974).

    Google Scholar 

  5. V. A. Nikanorov, G. V. Gavrilova, V. I. Rozenberg, and O. A. Reutov, Izv. Akad. Nauk SSSR, Ser. Khim., 2647 (1984).

  6. V. A. Nikanorov, G. V. Gavrilova, V. I. Rozenberg, and O. A. Reutov, Abstracts of the 6th European Conference on Organometallic Chemistry [in Russian], Riga (1985), p. 49.

  7. K. Auwers, Ber.,35, 4207 (1902).

    Google Scholar 

  8. H. Meerwein, Ber.,72A, No. 10, 111 (1939).

    Google Scholar 

  9. H. Winberg and E. W. Meyers, Organic Reactions,28, 1 (1982); Chem. Rev.,60, 169 (1960).

    Google Scholar 

  10. K. V. Vatsuro and G. L. Mishchenko, Name Reactions in Organic Chemistry [in Russian], Izd. Khimiya, Moscow (1976), p. 341.

    Google Scholar 

  11. J. Schreiber, M. Pesaro, W. Leimgruber, and A. Eschenmoser, Helv. Chim. Acta,41, 2103 (1958).

    Google Scholar 

  12. M. Barbier, D. H. R. Barton, M. Devys, and R. S. Torgi, J. Chem. Soc., Chem. Commun., 743 (1984).

  13. E. Ravina, J. M. Mantanés, M. T. Cobreros, and F. Tato, Chim. Thér.,8, No. 3, 290 (1973).

    Google Scholar 

  14. P. Ackroyd, R. D. Haworth, and P. R. Jesseries, J. Chem. Soc., 286 (1954).

  15. E. Zbiral, J. Jas, F. Wessely, Monatsch. Chem.,92, 1155 (1964).

    Google Scholar 

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    V. A. Nikanorov, G. V. Gavrilova, V. I. Rozenberg & O. A. Reutov

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  1. V. A. Nikanorov
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  2. G. V. Gavrilova
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  3. V. I. Rozenberg
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  4. O. A. Reutov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2345–2346, October, 1987.

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Nikanorov, V.A., Gavrilova, G.V., Rozenberg, V.I. et al. Redox troponization of 4-methyl-4-dibromomethyl-2,5-cyclohexadien-1-one by the action of Pd(PPh3)4 . Russ Chem Bull 36, 2174–2175 (1987). https://doi.org/10.1007/BF00962018

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  • DOI: https://doi.org/10.1007/BF00962018

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