Water mediated catalyst-free efficient domino synthesis of 9-(quinolin-2(1H)-one)-xanthene-1,8(5H,9H)-diones using parallel synthesizer

Tetrahedron Letters

Volumn 55, Issue 27, 2014, Pages 3717-3720

  Krishnakumar, Varadhan ^a   Mandal, Badal Kumar ^a   Nawaz Khan, Fazlur Rahman ^a   Jeong, Euh Duck ^b  

^a VIT UNIVERSITY   (India)

^b Korea Basic Science Institute (KBSI)   (South Korea)

Author keywords

2 Quinolones; Aqueous media; Domino reaction; Xanthene 1 8 diones

Indexed keywords

2 CHLORO 3 FORMYLQUINOLINE; 3,4,6,7 TETRAHYDRO 9 (1,2 DIHYDRO 2 OXOQUINOLIN 3YL) 2H XANTHENE 1,8(5H,9H)DIONE DERIVATIVE; 5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; DIHYDRORESORCINOL; KETONE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG; WATER; XANTHENE DERIVATIVE; 9 (QUINOLIN 2(1H) ONE) XANTHENE 1,8(5H,9H) DIONE DERIVATIVE;

ARTICLE; SYNTHESIS; TEMPERATURE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CHEMICAL ANALYSIS; METHODOLOGY; MICHAEL ADDITION;

EID: 84902172101     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2014.05.015     Document Type: Article

References (48)

1. A. Yassi, T. Kjellstrom, T. De Kok, and T. Guidotti Basic Environmental Health 2001 Oxford University Press USA
2. V. Calvino-Casilda A. Mohammad, Green Solvents I 2012 Springer Netherlands 187
3. C. Mukhopadhyay, and P.K. Tapaswi Tetrahedron Lett. 49 2008 6237
4. X. Fan, X. Hu, X. Zhang, and J. Wang Can. J. Chem. 83 2005 16
5. X. Zhang, D. Li, X. Fan, X. Wang, X. Li, G. Qu, and J. Wang Mol. Divers. 14 2010 159
6. B. Subramaniam, and M.A. McHugh Ind. Eng. Chem. Proc. Des. Dev. 25 1986 1
7. T. Pham, C.-W. Cho, and Y.-S. Yun Water Res. 44 2010 352
8. M.J. Earle, J.M. Esperança, M.A. Gilea, J.N.C. Lopes, L.P. Rebelo, J.W. Magee, K.R. Seddon, and J.A. Widegren Nature 439 2006 831
9. P. Wasserscheid, and W. Keim Angew. Chem. 39 2000 3772
10. D. Coleman, and N. Gathergood Chem. Soc. Rev. 39 2010 600
11. S.J. Haswell, and P. Watts Green Chem. 5 2003 240
12. T. Suzuki, and N. Kasai Bioorg. Med. Chem. Lett. 1 1991 343
13. A. Sharifi, M.S. Abaee, A. Tavakkoli, M. Mirzaei, and A. Zolfaghari Synth. Commun. 38 2008 2958
14. A.N. Dadhania, V.K. Patel, and D.K. Raval C.R. Chim. 2012
15. D.A. Fulmer, W.C. Shearouse, S.T. Medonza, and J. Mack Green Chem. 11 2009 1821
16. A. Bruckmann, A. Krebs, and C. Bolm Green Chem. 10 2008 1131
17. A. Stolle, T. Szuppa, S.E.S. Leonhardt, and B. Ondruschka Chem. Soc. Rev. 40 2011 2317
18. R.V. Hangarge, S.A. Sonwane, D.V. Jarikote, and M.S. Shingare Green Chem. 3 2001 310
19. G.L. Khatik, R. Kumar, and A.K. Chakraborti Org. Lett. 8 2006 2433
20. N.P. Selvam, C. Saravanan, D. Muralidharan, and P.T. Perumal J. Heterocycl. Chem. 43 2006 1379
21. R. Yanada, S. Obika, T. Inokuma, K. Yanada, M. Yamashita, S. Ohta, and Y. Takemoto J. Org. Chem. 70 2005 6972
22. L. Zu, H. Xie, H. Li, J. Wang, W. Jiang, and W. Wang Adv. Synth. Catal. 349 2007 1882
23. C. Sissi, and M. Palumbo Curr. Med. Chem. Anticancer Agents 3 2003 439
24. D.T. Chu, P.B. Fernandes, and A.G. Pernet J. Med. Chem. 29 1986 1531
25. J. Ferguson Photochem. Photobiol. 62 1995 954
26. J.J. Omolo, M.M. Johnson, S.F. van Vuuren, and C.B. de Koning Bioorg. Med. Chem. Lett. 21 2011 7085
27. A. King, C. Boothman, and I. Phillips J. Antimicrob. Chemother. 22 1988 135
28. A.M. Sugar, X.-P. Liu, and R.-J. Chen Antimicrob. Agents Chemother. 41 1997 2518
29. Y. Kashida, and M. Kato Antimicrob. Agents Chemother. 41 1997 2389
30. M. Paul, A. Gafter-Gvili, A. Fraser, and L. Leibovici Eur. J. Clin. Microbiol. Infect. Dis. 26 2007 825
31. K. Yasunaka, F. Abe, A. Nagayama, H. Okabe, L. Lozada-Pérez, E. López-Villafranco, E.E. Muñiz, A. Aguilar, and R. Reyes-Chilpa J. Ethnopharmacol. 97 2005 293
32. J.M. Khurana, A. Chaudhary, A. Lumb, and B. Nand Can. J. Chem. 90 2012 739
33. J. Bero, M. Frédérich, and J. Quetin-Leclercq J. Pharm. Pharmacol. 61 2009 1401
34. C. Gopalakrishnan, D. Shankaranarayanan, S. Nazimudeen, S. Viswanathan, and L. Kameswaran Indian J. Pharmacol. 12 1980 181
35. Q.-B. Han, N.-Y. Yang, H.-L. Tian, C.-F. Qiao, J.-Z. Song, D.C. Chang, S.-L. Chen, K.Q. Luo, and H.-X. Xu Phytochemistry 69 2008 2187
36. G.P. Ellis The Chemistry of Heterocyclic Compounds, Chromenes, Chromanones, and Chromones Vol. 100 2009 Wiley-Interscience
37. J.F. Callan, A.P. de Silva, and D.C. Magri Tetrahedron 61 2005 8551
38. N.T. Patil, F. Nawaz Khan, and Y. Yamamoto Tetrahedron Lett. 45 2004 8497
39. F. Nawaz Khan, P. Manivel, K. Prabakaran, J.S. Jin, E.D. Jeong, H.G. Kim, and T. Maiyalagan Res. Chem. Intermed. 38 2012 571
40. F. Nawaz Khan, P. Manivel, K. Prabakaran, V.R. Hathwar, and S.W. Ng Acta Cryst. E66 2010 o488
41. K. Prabakaran, F. Nawaz Khan, and J.S. Jin Res. Chem. Intermed. 38 2012 337
42. K. Prabakaran, F. Nawaz Khan, J.S. Jin, and P. Manivel Res. Chem. Intermed. 38 2012 429
43. K. Prabakaran, P. Manivel, and F. Nawaz Khan Tetrahedron Lett. 51 2010 4340
44. Y. Isogai, F. Nawaz Khan, and N. Asao Tetrahedron 65 2009 9575
45. K. Prabakaran, F. Nawaz Khan, and J.S. Jin Tetrahedron Lett. 52 2011 2566
46. R. Subashini, and F.R.N. Khan Monatsh. Chem. 143 2012 485
47. S.M. Roopan, and F.R.N. Khan Med. Chem. Res. 20 2011 732
48. B.F. Abdel-Wahab, R.E. Khidre, A.A. Farahat, and A.-A.S. El-Ahl Arkivoc 1 2012 211