Mild and convenient method for aromatization of hantzsch esters of 1,4-dihydropyridines with Ag2O

Acta Chimica Slovenica

Volumn 54, Issue 2, 2007, Pages 366-369

  Zeynizadeh, Behzad ^a   Dilmaghani, Karim Akbari ^a   Mirzaei, Mansoor ^a  

^a URMIA UNIVERSITY   (Iran)

Author keywords

Ag2O; Aromatization; Hantzsch esters of 1,4 dihydropyridines

Indexed keywords

EID: 34547162883     PISSN: 13180207     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (40)

1. a) R. A. Janis, D. J. Triggle, J. Med. Chem. 1983, 26, 775-785;
2. b) M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 1996, 61, 924-928;
3. c) F. Bessert, W. Vater, Med. Res. Rev. 1989, 9, 291-324.
4. R. H. Bocker, F. P. Guengerich, J. Med. Chem. 1986, 29, 1596-1603.
5. a) D. M. Stout, A. I. Meyers, Chem. Rev. 1982, 82, 223-243;
6. b) X. Y. Wei, A. Rutledge, D. J. Toggle, J. Mol. Pharmacol. 1989, 35, 541-552.
7. J. J. Vanden Eynde, R. D'Orazio, Y. van Haverbeke, Tetrahedron 1994, 50, 2479-2484.
8. E. Grinsteins, B. Stankevics, G. Duburs, Khim. Geterotsikl. Soedin 1967, 1118-1120;
9. Chem. Abstr. 1967, 69, 77095.
10. a) J. J. Vanden Eynde, F. Delfosse, A. Meyence, Y. van Haverbeke, Tetrahedron 1995, 51, 6511-6516;
11. b) F. Delgado, C. Alvarez, O. Garcia, G. Penieres, C. Marquez, Synth. Commun. 1991, 27, 2137-2141.
12. J. J. Vanden Eynde, A. Mayence, A. Maquestiau, Tetrahedron 1992, 48, 463-468.
13. J. R. Pfister, Synthesis 1990, 689-690.
14. H. R. Memarian, M. M. Sadeghi, A. R. Momeni, Synth. Commun. 2001, 31, 2241-2244.
15. H. R. Memarian, I. Mohammadpoor-Baltork, M. M. Sadeghi, Z. S. Samani, Indian J. Chem. 2001, 40b, 727-728.
16. R. S. Varma, D. Kumar, J. Chem. Soc. Perkin Trans. 1 1999, 1755-1757.
17. a) M. Balogh, I. Hermecz, Z. Menszaros, P. Laszlo, Helv. Chim. Acta 1984, 67, 2270-2272;
18. b) B. Khadilkar, S. Borkat, Synth. Commun. 1998, 28, 207-213.
19. a) S. P. Chavan, S. W. Dantale, U. R. Kalkote, V. S. Jyothirmai, R. K. Kharul, Synth. Commun. 1998, 28, 2789-2792;
20. b) S. P. Chavan, R. K. Kharul, U. R. Kalkote, I. Shivakumar, Synth. Commun. 2003, 33, 1333-1340.
21. R. S. Varma, D. Kumar, Tetrahedron Lett. 1999, 40, 21-24.
22. a) M. A. Zolfigol, M. Kiany-Borazjani, M. M. Sadeghi, H. R. Memarian, I. Mohammadpoor-Baltork, Synth. Commun. 2000, 30, 551-558, 2945-2950, 3919-3923;
23. b) M. A. Zolfigol, M. Kiany-Borazjani, M. M. Sadeghi, H. R. Memarian, I. Mohammadpoor-Baltork, J. Chem. Res. 2000, 167-169.
24. K. H. Lee, K. Y. Ko, Bull. Korean Chem. Soc. 2002, 23, 1505-1506.
25. M. M. Hashemi, Y. Ahmadibeni, H. Ghafuri, Monatsh. Chem. 2003, 134, 107-110.
26. D. P. Cheng, Z. C. Chen, Synth. Commun. 2002, 32, 793-801.
27. J. Lu, Y. Bai, Z. Wang, B. Yang, W. Li, Synth. Commun. 2001, 31, 2625-2630.
28. J. S. Yadav, B. V. Subba Reddy, G. Sabitha, G. S. K. Kumar Reddy, Synthesis 2000, 1532-1534.
29. a) L. A. Paquette, Encyclopedia of Reagents for Organic Synthesis, John Wiley & Sons, New York, 1995;
30. b) C. D. Snyder, H. Rapoport, J. Am. Chem. Soc. 1974, 96, 8046-8054;
31. c) S. R. Angle, K. D. Turnbull, J. Am. Chem. Soc. 1989, 111, 1136-1138;
32. d) S. C. Thomason, D. G. Kubler, J. Chem. Edu. 1968, 45, 546-547;
33. e) L. Merlini, A. Zanarotti, A. Pelter, M. P. Rochefort, R. Hansel, J. Chem. Soc. Chem. Commun. 1979, 695-695;
34. f) L. Merlini, A. Zanarotti, Tetrahedron Lett. 1975, 16, 3621-3622;
35. g) Y. Lto, T. Konoike, T. Saegusa, J. Am. Chem. Soc. 1975, 97, 649-651.
36. a) B. Zeynizadeh, K. Akbari Dilmaghani, A. Roozijoy, J. Chem. Res. 2005, 657-658;
37. b) B. Zeynizadeh, K. Akbari Dilmaghani, A. Roozijoy, Synth. Commun. 2005, 35, 575-580;
38. c) B. Zeynizadeh, K. Akbari Dilmaghani, A. Roozijoy, J. Chin. Chem. Soc. 2005, 52, 1001-1004.
39. a) A. Maquestiau, A. Mayence, J. J. Vanden Eynde, Tetrahedron Lett. 1991, 32, 3839-3840;
40. b) B. Loev, K. M. Snader, J. Org. Chem. 1965, 30, 1914-1916.