Sulfamic acid-catalyzed synthesis of 13-aryl-indeno[1,2-b]-naphtha[1,2-e] pyran-12(13H)-ones under solvent-free conditions

Journal of Heterocyclic Chemistry

Volumn 47, Issue 5, 2010, Pages 1246-1249

  Wu, Li Qiang ^a   Li, Wei Lin ^a   Yan, Fu Lin ^a  

^a XINXIANG MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

13 (2 CHLOROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (2 FLUORO 5 (TRIFLUOROMETHYL)PHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (2,4 DICHLOROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (3 NITROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (3,4 DICHLOROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (4 CHLOROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (4 FLUOROPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (4 METHOXYLPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 (4 METHYLPHENYL) INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; 13 PHENYL INDENO[1,2 B]NAPHTHO[1,2 E]PYRAN 12(13H) ONE; PYRAN DERIVATIVE; SULFAMIC ACID; SULFUR ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG SYNTHESIS;

EID: 77956926294     PISSN: 0022152X     EISSN: 19435193     Source Type: Journal    
DOI: 10.1002/jhet.445     Document Type: Article

References (25)

1. Devi, I.; Bhuyan, P. Tetrahedron Lett 2004, 45, 8625.
2. Baker, R. A.; Tatum, J. H.; Nemec, S. Mycopathologia 1990, 111, 9.
3. Nicolaou, K. C.; Skokotas, G.; Furaya, S.; Suemune, H.; Nicolaou, D. C. Angew Chem Int Ed Eng 1990, 29, 1064.
4. Kodama, O.; Ichikawa, H.; Akatsuka, T.; Santisopasri, V.; Kato, A.; Hayashi, Y. J Nat Prod 1993, 56, 292.
5. Hussein, A. A.; Barberena, I.; Capson, T. L.; Kursar, T. A.; Coley, P. D.; Solis, P. N.; Gupta, M. P. J Nat Prod 2004, 67, 451.
6. Bucar, F.; Resch, M.; Bauer, R.; Burits, M.; Knauder, E.; Schubert-Zsilavecz, M. Pharmazie 1998, 53, 875.
7. (a) El-Hady, S.; Bukuru, J.; Kesteleyn, B.; Van Puyvelde, L.; Van, T. N.; De Kimpe, N. J Nat Prod 2002, 65, 1377;
8. (b) Brimble, M. A.; Duncalf, L. J.; Nairn, M. R. Nat Prod Rep 1999, 16, 267;
9. (c) Li, Y. Q.; Li, M. G.; Li, W.; Zhao, J. Y.; Ding, Z. G.; Cui, X. L.; Wen, M. L. J Antibiot 2007, 60, 757.
10. (a) Karnik, A. V.; Kulkarni, A. M.; Malviya, N. J.; Mourya, B. R.; Jadhav, B. L. Eur J Med Chem 2008, 43, 2615;
11. (b) Jin, T.-S.; Zhang, J.-S. Liu, L.-B.; Wang, A.-Q.; Li, T.-S. Synth Commun 2006, 36, 2009;
12. (c) Suryavanshi, J. P.; Pai, N. R. Indian J Chem Sec B 2006, 45, 1227;
13. (d) Kulkarni, A. M.; Malviya, N. J.; Karnik, A. V. Indian J Chem Sec B 2004, 43, 839;
14. (e) Costi, M. P.; Tondi, D.; Pecorari, P.; Rinaldi, M.; Celentano, G.; Ghelli, S.; Antolini, L.; Barlocco, D. J Heterocyclic Chem 1999, 36, 1043.
15. Pelz, K.; Dobson, T. A. US patent 3,904,617, 1975; Chem Abstr 2008, 84, 164794.
16. Goerlitzer, K.; Dehne, A.; Engler, E. Arch Pharm 1983, 316, 264.
17. Jirkovsky, I.; Humber, L. G.; Noureldin, R. Eur J Med Chem 1976, 11, 571.
18. (a) Gao, S.; Tsai, C. H. C.; Yao, F. Synlett 2009, 949;
19. (b) Khurana, J. M.; Magoo, D. Tetrahedron Lett 2009, 50, 4777;
20. (c) Li, J.; Tang, W.; Lu, L.; Su, W. Tetrahedron Lett 2008, 49, 7117;
21. (d) Das, B.; Laxminarayana, K.; Krishnaiah, M.; Srinivas, Y. Synlett 2007, 3107.
22. (a) Jin, T. S.; Sun, G.; Li, Y. W.; Li, T. S. Green Chem 2002, 4, 255;
23. (b) Nagarajan, R.; Magesh, C. J.; Perumal, P. T. Synthesis 2004, 69;
24. (c) Rajitha, B.; SunilKumar, B.; Thirupathi Reddy, Y.; Narsimha Redd, P.; Sreenivasulu, N. Tetrahedron Lett 2005, 46, 8691;
25. (d) Venu Madhav, J.; Naveen Kumar, V.; Rajitha, B. Synth Commun 2008, 38, 1799.