Abstract
A convenient route is reported for the synthesis of fused pyrrolo [2, 3-d] [1, 3]-oxazine and pyrrolo [2, 3-d]-pyrimidine derivatives from 2-amino-1-benzyl-3-t-butoxycarbonyl-4, 5-dimethylpyrrole.
Similar content being viewed by others
Literature Cited
Anazai, K., Nakamura, G. and Suzuki, S.: A new antibiotic, tubericidin.J. Antibiotics (Tokyo) A 10, 210 (1957).
Taylor, E.C. and Hendess, W.: Synthesis of Pyrrolo [2, 3-d]-pyrimidines. The aglycone of toyocamycin.J. Am. Chem. Soc. 87, 1995 (1965).
Bayomi, S.M., Kenneth, E.P. and Sowell, J.W.: Synthesis of 7-oxopyrrolo [3,2-b] pyridine-6-carboxylic Acid derivatives as potential antimicrobial agents.J. Heterocyclic Chem. 22, 83 (1985).
Bayomi, S.M., Kenneth, E.P. and Sowell, J.W.: Synthesis of 1, 4-dihydro-4-oxypyrrolo [3, 4-b] pyridine-3-carboxylic acid derivatives as potential antimicrobial agents.J. Heterocyclic Chem. 22, 729 (1985).
Acs, G., Reich, E. and Mori, M.: Biological and biochemical properties of the analog antibiotic tubercidin.Proc. Nat. Sci. 52, 493 (1964).
Laks, J.S., Ross, J.R., Bayomi, S.M. and Sowell, J.W.: N-1-Substituted 2-amino-3-tert-butoxycarbonyl-4,5-dimethylpyrroles.Synthesis, 291 (1985).
Bayomi, S.M.: Synthesis of certain new pyrrolo [2,3-d] [1, 3]-oxyzines.J. Drug. Res. Egypt. 16, 147 (1985).
Kroehnke, F. and Friedrich, W.: Synthesis by Michael addition of pyridinium salts. Synthesis with the aid of pyridinium salts.Chem. Ber. 96, 1195 (1963).
Ochial, E. and Nishizawa, T.: Polarization in heterocyclic ring with aromatic character (VII), Polarization in benzene ring.J. Pharm. Soc. Jap. 60, 43 (1940).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Bayomi, S.M. Synthesis and ring transformation of pyrrolo[2,3-d][1,3]oxazine to pyrrolo[2,3-d]pyrimidines. Arch. Pharm. Res. 13, 97–100 (1990). https://doi.org/10.1007/BF02857841
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02857841