Enaminonitriles in heterocyclic synthesis: Novel synthesis of 3-aminopyrroles and pyrrolo[3,2-d] pyrimidine derivatives

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

Volumn 63, Issue 5, 2008, Pages 564-570

  Salaheldin, Abdellatif M ^a,b  

^a CAIRO UNIVERSITY   (Egypt)

^b UNIVERSITY OF MINHO   (Portugal)

Author keywords

3 Aminopyrrole; 9 deazapurines; Pyrrolo 3,2 d pyrimidine; Thorpe Ziegler cyclization; enaminonitriles

Indexed keywords

AROMATIC COMPOUNDS; CYCLIZATION;

3-AMINOPYRROLE; 9-DEAZAPURINES; HETEROCYCLIC SYNTHESIS; PYRIMIDINE DERIVATIVES; PYRROLO[3,2-D]PYRIMIDINE;

SYNTHESIS (CHEMICAL);

EID: 46949089627     PISSN: 09320776     EISSN: None     Source Type: Journal    
DOI: 10.1515/znb-2008-0514     Document Type: Article

References (28)

1. G. Tarzia, G. Panzone, M. Leali, M. Burdisso, P. Schiatti, D. Selva, Farmaco, Ed. Sci. 1984, 39, 538-558.
2. G. Tarzia, G. Panzone, U. S. Patent 4,140,696, 1988.
3. K. Unverferth, J. Engel, N. Hoefgen, A. Rostock, R. Guenther, H.-J. Lankau, M. Menzer, A. Rolfs, J. Liebscher, B. Mueller, H.-J. Hofmann, J. Med. Chem. 1998, 41, 63-73.
4. M. V. Mezentseva, I. N. Nesterova, I. S. Nikolaeva, E. A. Golovanova, O. V. Baklanova, L. N. Filitis, Khim.-Farm. Zh. 1991, 25, 21-23.
5. J. M. Patterson, Synthesis 1976, 281-304.
6. R. J. Sundberg in Comprehensive Heterocyclic Chemistry, Vol. 4 (Eds.: A. R. Katritzky, C. W. Rees), Pergamon Press, Oxford 1984, pp. 313-376.
7. R. J. Sundberg in Comprehensive Heterocyclic Chemistry II, Vol. 2 (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Pergamon Press, Oxford 1996, pp. 119-206.
8. D. H. R. Barton, J. Kervagoret, S. Z. Zard, Tetrahedron 1990, 46, 7587-7598.
9. D. StC. Black in Science of Synthesis, Vol. 9 (Ed.: G. Maas), Thieme, Stuttgart 2000, pp. 441-542.
10. M. A. Al-Shiekh, A. M. Salaheldin, E. A. Hafez, M. H. Elnagdi, J. Chem. Res. 2004, 3, 174-179.
11. M. A. Al-Shiekh, A. M. Salaheldin, E. A. Hafez, M. H. Elnagdi, J. Heterocyclic Chem. 2004, 41, 647-654.
12. S. Almazroa, A. M. Salaheldin, M. H. Elnagdi, J. Heterocyclic Chem. 2004, 41, 267-272.
13. A. M. Salaheldin, Heteroatom Chem. 2003, 14, 612-616.
14. A. M. Salaheldin, T. A. Abdallah, N. F. Radwan, H. M. Hassaneen, Z. Naturforsch. 2006, 61b, 1158-1161.
15. T. A. Abdallah, A. M. Salaheldin, N. F. Radwan, Z. Naturforsch. 2007, 62b, 261-266.
16. A. M. Salaheldin, A. M. F. Oliveira-Campos, L. M. Rodrigues, Tetrahedron Lett. 2007, 48, 8819-8822.
17. A. M. F. Oliveira-Campos, A. M. Salaheldin, L. M. Rodrigues, Arkivoc 2007, xvi, 92-100.
18. K. Gewald, H. Schäfer, P. Bellmann, U. Hain, J. Prakt. Chem. 1992, 334, 491-496.
19. M. Rehwald, H. Schäfer, K. Gewald, Monatsh. Chem. 1997, 128, 933-943.
20. M.-I. Lim, R. S. Klein, J. J. Fox, J. Org. Chem. 1979, 44, 3826-3829.
21. E. L. Anderson, J. E. Casey, Jr., L. C. Greene, J. J. Lafferty, H. E. Reiff, J. Med. Chem. 1964, 7, 259-268.
22. S. N. Pandeya, P. Yogeeswari, J. P. Stables, Eur. J. Med. Chem. 2000, 35, 879-886.
23. J. R. Dimmock, S. C. Vashishtha, J. P. Stables, Pharmazie 2000, 55, 490-494.
24. S. N. Pandeya, H. Manjula, J. P. Stables, Pharmazie 2001, 56, 121-124.
25. V. Amarnath, R. Madhav, Synthesis 1974, 837-859.
26. M. T. Garcia-Lopez, F. G. de las Heras, M. Stud, J. Chem. Soc., Perkin Trans. 1, 1978, 483-487.
27. E. S. H. El Ashry, Y. El Kilany, N. Rashed, H. Assafir in Advances Heterocyclic Chemistry, Vol. 75 (Ed: A. R. Katritzky), Academic Press, New York 1999, pp. 79.
28. C. C. Cheng, R. K. Robins, J. Org. Chem. 1956, 21, 1240-1256.