Reactivity of α-phosphonylketones in Gewald reaction: Synthesis of new aminophosphonothiophene derivatives;Reactivite des α-phosphonylketones dans la reaction de Gewald: Synthese de nouveaux derives de l'aminophosphonothiophene

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 183, Issue 11, 2008, Pages 2726-2733

  Said, Noureddine ^a   Touil, Soufiane ^a   Akacha, Azaiez Ben ^a   Efrit, Mohamed Lotfi ^a  

^a FACULTÉ DES SCIENCES DE TUNIS   (Tunisia)

Author keywords

2 amino 4 phosphonothiophenes; Active methylenenitriles; Gewald reaction; Phosphonylketones

Indexed keywords

EID: 54249134823     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500801969357     Document Type: Article

References (24)

1. K. Gewald, E. Schinke, and H. Bottcher, Chem. Ber., 99, 94 (1966).
2. K. Gewald, Sert. Heterocycl. Chem., 6, 121 (1982).
3. D. M. Barnes, A. R. Haight, T. Hameury, M. A. McLaughlin, J. Mei, J. S. Tedrow, and J. D. R. Toma, Tetrahedron, 62, 11311 (2006).
4. G. Nikolakopoulos, H. Figler, J. Linden, and P. J. Scammells, Bioorg. Med. Chem., 14, 2358 (2006).
5. G. M. Castanedo and D. P. Sutherlin, Tetrahedron Lett., 42, 7181 (2001).
6. I. L. Pinto, R. L. Jarvest, and H. T. Serafinowska, Tetrahedron Lett., 41, 1597 (2000).
7. M. Guschow, L. Kuschner, U. Neumann, M. Pietsch, R. Loser, N. Koglin, and K. Eger, J. Med. Chem., 42, 5437 (1999).
8. R. W. Sabnis, D. W. Rangnekar, and N. D. Sonawane, J. Heterocyclic Chem., 36, 333 (1999).
9. R. P. Kreher, Methoden der Organischen Chemie (Houben-Weyl, Stuttgart, Germany 1994), Chap. 1, pp. 220-242.
10. R. W. Sabnis and D. W. Rangnekar, J. Heterocyclic Chem. 29, 1027 (1992).
11. V. J. Ram, H. K. Pandey, and A. J. Vlietinck, J. Heterocyclic. Chem. 18, 1277 (1981).
12. E. F. Elslager, P. Jacob, and L. M. Werbel, J. Heterocyclic Chem., 9, 775 (1972).
13. W. O. Foye, J. Mickles, and G. M. Boyce, J. Pharm. Sci., 59, 1348 (1970).
14. C. E. Stephens, T. M. Felder, J. W. Sowell, G. Andrei, J. Balzarini, R. Snoeck, and E. De Clercq, Bioorg. Med. Chem., 9, 1123 (2001).
15. T. R. Webb, N. Melman, J. X. Lvovskiy, and K. A. Jacobson, Bioorg. Med. Chem. Lett., 10, 31 (2000).
16. M. Guetschow and U. Neumann, J. Med. Chem., 41, 1729 (1998).
17. P. Nussbaumer, G. Petranyi, and A. Stutz, J. Med. Chem., 34, 65 (1991).
18. J. K. Chakrabarti, L. Horsman, J. M. Hotten, I. A. Pullar, D. E. Tupper, and F. C. Wright, J. Med. Chem., 23, 878 (1980).
19. N. Said, S. Touil, and H. Zantour, Phosphorus, Sulfur, and Silicon, 178, 1891 (2003).
20. L. Ben Gaïd, S. Touil, and H. Zantour, Phosphorus, Sulfur, and Silicon, 181, 601 (2006).
21. H. Zantour, S. Touil, and M. Ben Messaouda, J. Soc. Chim. Tunisie, 4, 1451 (2002).
22. S. Touil and H. Zantour, Phosphorus, Sulfur, and Silicon, 178, 353 (2003).
23. Z. Hassen, A. Ben Akacha, and H. Zantour,Phosphorus, Sulfur, and Silicon, 178, 2241 (2003).
24. A. Ben Akacha, S. Barkallah, M. Ben Slimane, and B. Baccar, Phosphorus, Sulfur, and Silicon, 77, 181 (1993).