Facile condensation of aromatic aldehydes with chroman-4-ones and 1-thiochroman-4-ones catalysed by amberlyst-15 under microwave irradiation condition

E-Journal of Chemistry

Volumn 8, Issue 2, 2011, Pages 863-869

  Mandal, Tapas K ^a   Pal, Rammohan ^a   Mondal, Rina ^a   Mallik, Asok K ^a  

^a JADAVPUR UNIVERSITY   (India)

Author keywords

Amberlyst 15; E 3 Arylidenechroman 4 ones; E 3 Arylidenethiochroman 4 ones; E 3 Cinnamylidene chroman 4 ones; E 3 Cinnamylidenethiochroman 4 ones; Microwave irradiation

Indexed keywords

EID: 79954548130     PISSN: None     EISSN: 09734945     Source Type: Journal    
DOI: 10.1155/2011/426560     Document Type: Article

References (50)

1. McClure J W, Harborne J B, Mabry T J and Mabry H (Eds.), The Flavonoids, Chapman and Hall: London, 1975, 970-1055;
2. Atassi G, Briet P, Berthelon J P and Collonges F, J Med Chem.,1985, 20, 393;
3. Middleton Jr. E, Kandaswami C and Harborne J B (Eds.), The Flavonoids Advances in Research since 1986, Chapman and Hall: London, 1994, 619;
4. Bruneton J, Pharmacognosy, Phytochemistry and Medicinal Plants, English Translation by Hatton C K, Lavoisier Publishing, Paris, 1995, 265;
5. Harborne J B and Williams C A, Phytochem., 2000, 55(6), 481-504.
6. Gupta A, Dwivedy A, Keshri G and Sharma R, Balapure A K, Singh M M and Ray S, Bioorg Med Chem Lett., 2006, 16, 6006-6012;
7. Foroumadi A, Samzadeh- Kermani A, Emami S, Dehghan G, Sorkhi M, Arabsorkhi F, Heidari M R, Abdollahi M and Shafiee A, Bioorg Med Chem Lett., 2007, 17, 6764-6769.
8. Katrizky A R and Boulton A J, J Adv Heterocycl Chem., 1975, 18, 76;
9. Buston G W, Doba T, Gabe E J, Huges L, Lee F, Prasad L and Ingold K U, J Am Chem Soc., 1985, 107, 7053.
10. Wang H-K, Bastow K F, Cosentino L M and Lee K-H, J Med Chem., 1996, 39, 1975-1980;
11. Liu Y, Luo W, Sun L and Guo C, Drug Discov Ther., 2008, 2(4), 216-218.
12. Ghosh C K and Patra A, J Heterocycl Chem., 2008, 45, 1529-1547
13. Ibrahim M A, Ali T E, Alnamer Y A and Gaber Y A, Arkivoc, 2010(xi), 98
14. Li N-G, Shi Z-H, Tang Y-P, Ma H-Y, Yang J-P, Li B-Q, Wang Z-J, Song S-L and Duan J-A, J Heterocycl Chem., 2010, 47, 785
15. Wang W, Li H, Wang J and Zu L, J Am Chem Soc., 2006, 128, 10354-10355.
16. Yen C-T, Nakagawa-Goto K, Hwang T-L, Wa P-C, Morris-Natschke S L, Lai W-C, Bastow K F, Chang F-R, Wu Y-C and Lee K-H, Bioorg Med Chem Lett., 2010, 20(3), 1037-1039.
17. Pfeiffer P and Emmer H J, Chem Ber., 1920, 53B, 945;
18. Pfeiffer P, Oberlin H and Konermann E, Chem Ber., 1925, 58B, 1947.
19. Arndt F and Kallner G, Chem Ber., 1924, 57B, 202;
20. Dann O and Hofmann H, Chem Ber. 1962, 95, 1446;
21. Dann O and Hofmann H, Chem Ber., 1965, 98, 1498
22. Evans D and Lockhart I M, J Chem Soc., 1966, 711;
23. Pfeiffer P, Breitb E and Hoyer H, J Prakt Chem., 1931, 31, 129;
24. Pfeiffer P and Dobring E, Chem Ber., 1938, 71, 279;
25. Pfeiffer P, Grimm K and Schmidt H, Liebigs Ann Chem., 1949, 564, 208;
26. Wagner G, Garbe C, Vieweg H, Brunn M and Dittrich A, Pharmazie, 1979, 34, 55;
27. Wagner G, Horn B, Eppner H and Kuhmstedt H, Pharmazie, 1979, 34, 56.
28. Farkas L, Gottsegen A and Nogradi M, Tetrahedron Lett., 1968, 4099;
29. Farkas L, Gottsegen A and Nogradi M, Tetrahedron., 1970, 26, 2787
30. Farkas L, Gottsegen A, Nogradi M and Strelisky J, Tetrahedron., 1971, 27, 5049.
31. Levai A and Hetey E H, Pharmazie, 1978, 33, 378;
32. Levai A and Schag J B, Pharmazie, 1979, 34, 749;
33. Levai A, Szollosy A and Toth G, Acta Chim Hung., 1991, 128, 359-364
34. Levai A, Arkivoc, 2004(vii), 15.
35. Chatterjee A, Dutta L N and Chatterjee S K, Indian J Chem., 1980, 19B, 955-960.
36. Mulragh D, Meegan M J and Donnely D, J Chem Res M, 1979, 1713-1731;
37. Jain A C, Shrma A and Srivastava R, Indian J Chem., 1983, 22B, 1119.
38. Gomis M, Kirkiacharian B S, Likforman J and Mahuteau J, Bull Soc Chim., France, 1988, 585-590;
39. Koch K and Smiprovich J H, Tetrahedron Lett., 1994, 35, 1137-1140.
40. Amberlyst-15 Synthetic Resin Catalyst, Technical Bulletin-Fluid Process Chemicals, Rohm and Haas Company, Inc., Philadelphia, PA, 1978.
41. Caddick S, Tetrahedron, 1995, 51, 10403;
42. Strauss C. R and Trainor R. W, Aust J Chem., 1995, 48, 1665;
43. Galema S A, Chem Soc Rev., 1997, 26, 233-238;
44. Loupy A, Petit A, Hamelin J, Texier-Boullet F, Jacqualt P and Mathe D, Synthesis, 1998, 1213;
45. Varma R S, Green Chem., 1999, 43-55;
46. Varma R S, Pure Appl Chem., 2001,73, 193-198;
47. Varma R S, Tetrahedron, 2002, 58, 1235.
48. Hamman G A E-F, Fahmy A F M, Amr A-G E and Mohamad A M, Indian J Chem., 2003, 42(8)B, 1985-19893.
49. Levai A, Simon A, Jenei A, Kalmen G, Jeko J and Toth G, Arkivoc, 2009(xii), 161.
50. Levai A, Dinya Z, Schag J B, Toth G and Szollosy A, Pharmazie, 1981, 36, 465.