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3-Azabicyclo[3.3.1]nonane Derivatives: V. Synthesis of 7-Polyfluoroalkoxy-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes

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Abstract

A number of 7-polyfluoroalkoxy-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes were synthesized by reduction of 3,5-dinitrophenyl polyfluoroalkyl ethers with sodium tetrahydridoborate, followed by the Mannich reaction with formaldehyde and primary amines.

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REFERENCES

  1. Shakhkel'dyan, I.V., Nikiforova, E.G., Grudtsyn, Yu.D., Atroshchenko, Yu.M., Borbulevich, O.Ya., Efremov Yu.A., Gitis, S.S., Moiseev, D.N., Alifanova, E.N., Chudakov, P.V., and Kovalevskii, A.Yu., Russ. J. Org. Chem., 2001, vol. 37, no. 4, pp. 583-591.

    Google Scholar 

  2. Zefirov, N.S. and Rogozina, S.V., Usp. Khim., 1973, vol. 42, no. 3, pp. 413-441.

    Google Scholar 

  3. Zefirov, N.S. and Palyulin, V.A., Top. Stereochem., 1991, vol. 20, pp. 171-230.

    Google Scholar 

  4. Organofluorine Compounds in Medical Chemistry and Biomedical Applications, Filles, R., Kobayashi, Y., and Yagupolskii, L.M., Eds., Amsterdam: Elsevier, 1993.

    Google Scholar 

  5. Pashkevich, K.I., Filyakova, V.I., Ratner, V.G., and Khomutov, V.G., Zh. Org. Khim., 1994, vol. 30, no. 12, pp. 1833-1837.

    Google Scholar 

  6. Severin, T., Schmitz, M., and Adam, R., Chem. Ber., 1963, vol. 96, no. 11, pp. 3076-3080.

    Google Scholar 

  7. Wall, R.T., Tetrahedron, 1970, vol. 26, no. 9, pp. 2107-2117.

    Google Scholar 

  8. Atroshchenko, Yu.M., Nikiforova, E.G., Gitis, S.S., Grudtsyn, Yu.D., Shishkin, O.V., Andrianov, V.F., and Shakhkel'dyan, I.V., Russ. J. Org. Chem., 1999, vol. 35, no. 9, pp. 1308-1312.

    Google Scholar 

  9. Shevelev, S.A., Dutov, M.D., Korolev, M.A., Sapozhnikov, A.Yu., and Rusanov, A.L., Izv. Ross. Akad. Nauk, Ser. Khim., 1998, no. 8, pp. 1667-1669; Mendeleev Commun., 1998, no. 2, pp. 69-70. 10. Shishkin, O.V., Atroschenko, Y.M., Gitis, S.S., Shakhkeldyan, I.V., and Alifanova, E.N., Acta Crystallogr., Sec. C, 1998, vol. 54, pp. 271-273.

  10. Kaplan, L.A., J. Am. Chem. Soc., 1964, vol. 86, no. 4, pp. 740-741.

    Google Scholar 

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Nikiforova, E.G., Korolev, M.A., Shakhkel'dyan, I.V. et al. 3-Azabicyclo[3.3.1]nonane Derivatives: V. Synthesis of 7-Polyfluoroalkoxy-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes. Russian Journal of Organic Chemistry 37, 734–738 (2001). https://doi.org/10.1023/A:1012416322310

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  • DOI: https://doi.org/10.1023/A:1012416322310

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