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Synthesis of pyrido[1,2-c][1,3]benzoxazines based on 1-benzyl-3-hydroxy-3-methyl-6-(2-benzyloxyphenyl)-4-piperidones

Abstract

The stereomeric 1-benzyl-3-hydroxy-3-methyl-6e-(2-bemyloxyphenyl)-4-piperidones on debenzylation and subsequent reaction with formaldehyde are converted into cis- and trans-1,3,4-10b-tetrahydro-3-hydroxy-3-methyl-2-oxopyrido-[1,2-c][1,3]benzoxazines.

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Literature Cited

  1. 1.

    O. P. Malik, R. S. Kapil, and N. Anand,Indian J. Chem.,B14, 449 (1976).

  2. 2.

    O. P. Malik, R. S. Kapil, and N. Anand,Indian J. Chem.,B14, 975 (1976).

  3. 3.

    V. A. Kaminskii and M. N. Tilichenko,Khim. Geterotsikl. Soedin., No. 8, 1149 (1971).

  4. 4.

    L. S. Stanichevskii, I. G. Tishchenko, and A. M. Zvonok,Khim. Geterotsikl. Soedin., No. 5, 670 (1975).

  5. 5.

    F. Bohlmann,Chem. Ber.,91, 2157 (1958).

  6. 6.

    V. F. Bystrov,Usp. Khim.,41, 512 (1972).

  7. 7.

    R. C. Cookson and T. A. Grabb,Tetrahedron,24, 2385 (1968).

  8. 8.

    G. W. Grible, R. B. Nelson, J. L. Johnson, and G. C. Levy,J. Org. Chem.,40, 3720 (1975).

  9. 9.

    G. V. Pshenichnii, V. A. Mashenkov, V. P. Suboch, and L. S. Stanishevskii,Vestsi Akad. Nauk Beloruss. SSR, Ser. Khim. Navuk, No. 1, 47 (1988).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 124–127, January, 1991.

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Pshenichnii, G.V., Khamo, S., Mashenkov, V.A. et al. Synthesis of pyrido[1,2-c][1,3]benzoxazines based on 1-benzyl-3-hydroxy-3-methyl-6-(2-benzyloxyphenyl)-4-piperidones. Chem Heterocycl Compd 27, 104–107 (1991). https://doi.org/10.1007/BF00633230

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Keywords

  • Formaldehyde
  • Organic Chemistry
  • Subsequent Reaction
  • Benzoxazines
  • Piperidones