Poly(4-vinylpyridinium) hydrogensulfate catalyzed synthesis of 12-aryl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-triones

Tetrahedron Letters

Volumn 53, Issue 13, 2012, Pages 1637-1640

  Khaligh, Nader Ghaffari ^a  

^a UNIVERSITY OF GUILAN   (Iran)

Author keywords

2 Hydroxynaphthalene 1,4 dione; 2H Indene 1,3 dione; Indeno 1,2 b naphtho 3,2 e pyran 6,11,13 triones; One pot condensation; Solid acid; Solvent free conditions

Indexed keywords

12 (4 NITROPHENYL) 12H INDENO[1,2 B]NAPHTHO[3,2 E]PYRAN 5,11,13 TRIONE; 12 PHENYL 12H INDENO[1,2 B]NAPHTHO[3,2 E]PYRAN 5,11,13 TRIONE; 2 HYDROXYNAPHTHALENE 1,4 DIONE; 2H INDENE 1,3 DIONE; ALDEHYDE; ALKENE DERIVATIVE; POLY (4 VINYLPYRIDINIUM)HYDROGENSULFATE; PYRAN DERIVATIVE; SULFATE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; DRUG STRUCTURE; DRUG SYNTHESIS; ONE POT SYNTHESIS; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; TEMPERATURE SENSITIVITY;

EID: 84857363807     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.01.092     Document Type: Article

References (42)

1. I. Devi, and P. Bhuyan Tetrahedron Lett. 45 2004 8625 8627
2. Hideo, T. Jpn. Tokkyo Koho JP 56005480, 1981; Chem. Abstr. 1981, 95, 80922b.
3. Lambert, R. W.; Martin, J. A.; Merrett, J. H.; Parkes, K. E. B.; Thomas, G. J. PCT Int. Appl. WO 9706178, 1997; Chem. Abstr. 1997, 126, 212377y.
4. J.P. Poupelin, G. Saint-Rut, O. Foussard-Blanpin, G. Narcisse, G. Uchida-Ernouf, and R. Lacroix Eur. J. Med. Chem. 13 1978 67 71
5. R.M. Ion Prog. Catal. 2 1997 55 76
6. R.M. Ion, D. Frackowiak, A. Planner, and K. Wiktorowicz Acta Biochim. Pol. 45 1998 833 845
7. G. Saint-Ruf, A. De, and H.T. Hieu Bull. Chim. Ther. 7 1972 83 86
8. G. Saint-Ruf, H.T. Hieu, and J.P. Poupelin Naturwissenschaften 62 1975 584 585
9. Menchen, S. M.; Benson, S. C.; Lam, J. Y. L.; Zhen, W.; Sun, D.; Rosenblum, B. B.; Khan, S. H.; Taing, M. U.S. Patent, US6583168, 2003; Chem. Abstr. 2003, 139, 54287f.
10. A. Banerjee, and A.K. Mukherjee Stain Technol. 56 1981 83 85
11. Reynolds, G. A.; Tuccio, S. A.; Peterson, O. G.; Specht, D. P. Ger. Offen. DE2109040, 1971; Chem. Abstr. 1971, 71, 81334c.
12. O. Sirkeeioglu, N. Talinli, and A. Akar J. Chem. Res. 1995 502 506
13. M. Ahmad, T.A. King, D.K. Ko, B.H. Cha, and J. Lee J. Phys. D: Appl. Phys. 35 2002 1473 1476
14. C.G. Knight, and T. Stephens Biochem. J. 258 1989 683 689
15. R.A. Baker, J.H. Tatum, and S. Nemec Mycopathology 111 1990 9 15
16. K.C. Nicolaou, G. Skokotas, S. Furaya, H. Suemune, and D.C. Nicolaou Angew. Chem., Int. Ed. 29 1990 1064 1067
17. O. Kodama, H. Ichikawa, T. Akatsuka, V. Santisopasri, A. Kato, and Y. Hayashi J. Nat. Prod. 56 1993 292 294
18. A.A. Hussein, I. Barberena, T.L. Capson, T.A. Kursar, P.D. Coley, P.N. Solis, and M.P. Gupta J. Nat. Prod. 67 2004 451 453
19. F. Bucar, M. Resch, R. Bauer, M. Burits, E. Knauder, and M. Schubert-Zsilavecz Pharmazie 53 1998 875 878
20. S. El-Hady, J. Bukuru, B. Kesteleyn, L. Van Puyvelde, T.N. Van, and N. De Kimpe J. Nat. Prod. 65 2002 1377 1379
21. M.A. Brimble, L.J. Duncalf, and M.R. Nairn Nat. Prod. Rep. 16 1999 267 281
22. Y.Q. Li, M.G. Li, W. Li, J.Y. Zhao, Z.G. Ding, X.L. Cui, and M.L. Wen J. Antibiot. 60 2007 757 761
23. A.V. Karnik, A.M. Kulkarni, N.J. Malviya, B.R. Mourya, and B.L. Jadhav Eur. J. Med. Chem. 43 2008 2615 2617
24. T.-S. Jin, J.-S. Zhang, L.-B. Liu, A.-Q. Wang, and T.-S. Li Synth. Commun. 36 2006 2009 2015
25. J.P. Suryavanshi, and N.R. Pai Indian J. Chem., Sect. B 45 2006 1227 1230
26. A.M. Kulkarni, N.J. Malviya, and A.V. Karnik Indian J. Chem., Sect. B 43 2004 839 842
27. M.P. Costi, D. Tondi, P. Pecorari, M. Rinaldi, G. Celentano, S. Ghelli, L. Antolini, and D. Barlocco J. Heterocycl. Chem. 36 1999 1043 1048
28. Pelz, K.; Dobson, T. A. US Patent 3,904,617, 1975; Chem. Abstr. 2008, 84, 164794.
29. K. Goerlitzer, A. Dehne, and E. Engler Arch. Pharm. 316 1983 264 270
30. I. Jirkovsky, L.G. Humber, and R. Noureldin Eur. J. Med. Chem. 11 1976 571 576
31. K. Tanabe, and W.F. Hölderich Appl. Catal. A 181 1999 399 434
32. D.J. Cole-Hamilton Science 299 2003 1702 1706
33. A. Chakrabarti, and M.M. Sharma React. Polym. 20 1993 1 45
34. J.M. Riego, Z. Sedin, J.M. Zaldivar, N.-C. Marziano, and C. Tortato Tetrahedron Lett. 37 1996 513 516
35. N.J. Turro Tetrahedron 43 1987 1589 1616
36. M.A. Zolfigol, G. Chehardoli, M. Dehghanian, K. Niknam, F. Shirini, and A. Khoramabadi-Zad J. Chin. Chem. Soc. 55 2008 885 889
37. G. Chehardoli, M.A. Zolfigol, T. Faal-Rastegar, and S. Mallakpour J. Chem. Sci. 121 2009 441 447
38. U.S. Weber, B. Steffen, and C.P. Siegers Res. Commun. Mol. Pathol. Pharmacol. 99 1998 193 206
39. A.D. Patil, A.J. Freyer, S.E. Drake, R.C. Haltiwanger, M.F. Bean, P.B. Taylor, M.J. Caranfa, A.L. Breen, H.R. Bartus, R.K. Johnson, R.P. Hertzberg, and J.W. Westley J. Med. Chem. 36 1993 4131 4138
40. N.G. Khaligh, and F. Shirini J. Mol. Catal. A: Chem. 348 2011 20 29
41. N.G. Khaligh J. Mol. Catal. A: Chem. 349 2011 63 70
42. Khaligh, N. G. Ultrason. Sonochem. doi:10.1016/j.ultsonch.2011.12.004.