Russian Chemical Bulletin

, Volume 42, Issue 6, pp 1071–1077 | Cite as

Aminoamidines

6. 4-Oxo- and 4-imino-1,3,2-diazaphospholanes and 4-imino-1,3,2-diazaphosphorinanes
  • E. E. Korshin
  • R. M. Eliseenkova
  • T. A. Zyablikova
  • L. G. Zakharova
  • A. G. Akhmadullin
  • V. D. Nusinovich
  • Ya. A. Levin
Organic Chemistry
Received:
  • 37 Downloads

Abstract

Reactions ofN-aryl- andN-methyl-amidines and -amides of α-amino acids with RPCl2 afford 4-aryl(methyl)imino and 4-oxo-1,3,2-diazaphospholanes. 4-Phenylimino-1,3,2-diazaphosphorinane was obtained in a similar way by the interaction of N(1), N(2)-diphenyl-β-anilinoisobutyramidine with PhPCl2.

Key words

α-aminoamidine β-aminoamidine α-aminoamide phosphorylation synthesis 1,3,2-diazaphospholane 1,3,2-diazaphosphorinane 
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References

  1. 1.
    E. E. Korshin, L. G. Zakharova, Ya. A. Levin, L. Kh. Ashrafullina, E. A. Podval'nyi, and Yu. Ya. Efremov,Izv. Akad. Nauk, Ser. Khim., 1992, 2633 [Bull. Acad. Sci., Div. Chem. Sci., 1992,41, 2082 (Engl. Transl.)]Google Scholar
  2. 2.
    M. Mendelberg,Chem. Ber., 1956,89, 1185.Google Scholar
  3. 3.
    E. E. Korshin, G. I. Mingazova, and Ya. A. Levin,Khim. Geterotsikl. Soedin., 1989, 1694 [Chem. Heterocycl. Compd., 1989 (Engl. Transl.)].Google Scholar
  4. 4.
    E. E. Korshin, G. I. Soboleva, Ya. A. Levin, E. A. Podval'nyi, and Yu. Ya. Efremov,Zh. Org. Khim., 1992, 92 [J. Org. Chem., 1992 (Engl. Transl.)].Google Scholar
  5. 5.
    G. B. Barlin,The Pyrazines, Interscience, New York, 1982, 205.Google Scholar
  6. 6.
    E. E. Korshin, G. I. Soboleva, Ya. A. Levin, E. A. Podval'nyi, and Yu. Ya. Efremov,Izv. Akad. Nauk SSSR, Ser. Khim., 1991, 230 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1991,40, 212 (Engl. Transl.)].Google Scholar
  7. 7.
    V. V. Negrebetskii, L. Ya. Bogel'fer, A. D. Sinitsa, V. I. Kal'chenko, V. S. Krishtal', and L. N. Markovskii,Zh. Obshch. Khim., 1982,52, 40 [J. Gen. Chem. USSR, 1982,52 (Engl. Transl.)].Google Scholar
  8. 8.
    A. D. Sinitsa, V. S. Krishtal', V. I. Kal'chenko, and L. N. Markovskii,Zh. Obshch. Khim., 1980,50, 2413 [J. Gen. Chem. USSR, 1980,50 (Engl. Transl.)].Google Scholar
  9. 9.
    N. M. Mironovskaya, S. F. Dimova, I. L. Vladimirova, and N. N. Mel'nikov,Zh. Obshch. Khim., 1978,48, 2465 [J. Gen. Chem. USSR, 1978,48 (Engl. Transl.)].Google Scholar
  10. 10.
    E. E. Korshin, G. I. Soboleva, Ya. A. Levin, L. G. Zakharova, I. A. Litvinov, V. A. Naumov, E. A. Podval'nyi, and Yu. Ya. Efremov,Zh. Org. Khim., 1992, 62 [J. Org. Chem., 1992 (Engl. Transl.)].Google Scholar
  11. 11.
    M. Mulliez and M. Wakselman,Synthesis, 1977, 478.Google Scholar
  12. 12.
    M. Mulliez,Tetrahedron Lett., 1974, 478.Google Scholar
  13. 13.
    The Chemistry of Amides 3, Ed. by S. Patai, Interscience, New York, 1970, 801.Google Scholar
  14. 14.
    G. I. Martin and S. Poignant,J. Chem. Soc. Perkin Trans. 2, 1972, 1964.Google Scholar
  15. 15.
    A. D. Sinitsa, D. M. Malenko, L. A. Repina, R. A. Loktionova, and A. K. Shurubura,Zh. Obshch. Khim., 1986,56, 1262 [J. Gen. Chem. USSR, 1986,56 (Engl. Transl.)].Google Scholar
  16. 16.
    D. M. Malenko, L. I. Nesterova, S. I. Luk'yanova, and A. D. Sinitsa,Zh. Obshch. Khim., 1989,59, 1262 [J. Gen. Chem. USSR, 1989,59 (Engl. Transl.)].Google Scholar
  17. 17.
    L. I. Mirzakh, L. Yu. Polonskaya, B. I. Bryantsev, and T. M. Ivanova,Zh. Obshch. Khim., 1976,46, 1688 [J. Gen. Chem., 1976,46 (Engl. Transl.)].Google Scholar
  18. 18.
    Organophosphorus Reagents in Organic Synthesis, Ed. by J. I. G. Cadogan, Academic Press, London, 1979, 269.Google Scholar
  19. 19.
    N. M. Sergeev,Spektroskopiya YaMR [NMR Spectroscopy], Moscow State University Publishers, Moscow, 1981, 68, (in Russian).Google Scholar
  20. 20.
    P. Ruggli and I. Marszak,Helv. Chim. Acta, 1928,11, 180.Google Scholar

Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • E. E. Korshin
    • 1
  • R. M. Eliseenkova
    • 1
  • T. A. Zyablikova
    • 1
  • L. G. Zakharova
    • 1
  • A. G. Akhmadullin
    • 1
  • V. D. Nusinovich
    • 1
  • Ya. A. Levin
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan' Scientific Center of the Russian Academy of SciencesKazan'Russian Federation

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