An efficient one-step synthesis of 2-arylquinolin-4(1H)-ones with the aid of a low-valent titanium reagent

Tetrahedron Letters

Volumn 52, Issue 43, 2011, Pages 5633-5635

  Sun, Fang ^a   Zhao, Xuan ^a   Shi, Daqing ^a  

^a SOOCHOW UNIVERSITY   (China)

Author keywords

Cyclization; Low valent titanium; Quinolin 4(1H) one

Indexed keywords

1 (2 NITROPHENYL) 3 (4 METHYLPHENYL)PROP 2 EN 1 ONE; 2 (4 METHYLPHENYL)QUINOLIN 4(1H) ONE; 2 NITROCHALCONE; CHALCONE; QUINOLINE DERIVATIVE; TITANIUM TETRACHLORIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; DRUG SYNTHESIS;

EID: 80053192055     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.08.089     Document Type: Article

References (37)

1. J.E. McMurry Acc. Chem. Res. 7 1974 281
2. J.E. McMurry Acc. Chem. Res. 16 1983 405
3. J.E. McMurry Chem. Rev. 89 1989 1513
4. D. Lenoir Synthesis 1989 883
5. A. Fürstner, and B. Bogdanovi Angew. Chem., Int. Ed. 35 1996 2443
6. D.Q. Shi, J.X. Chen, W.Y. Chai, W.X. Chen, and T.Y. Kao Tetrahedron Lett. 34 1993 2863
7. D.Q. Shi, R.C. Rong, J.X. Wang, Q.Y. Zhuang, X.S. Wang, and H.W. Hu Tetrahedron Lett. 44 2003 3199
8. D.Q. Shi, G.L. Dou, C.L. Shi, Z.Y. Li, and S.J. Ji Synthesis 2007 3117
9. G.L. Dou, and D.Q. Shi J. Comb. Chem. 10 2008 810
10. D.Q. Shi, G.L. Dou, Z.Y. Li, S.N. Ni, X.Y. Li, X.S. Wang, H. Wu, and S.J. Ji Tetrahedron 63 2007 9764
11. G.L. Dou, and D.Q. Shi J. Comb. Chem. 11 2009 1073
12. D.Q. Shi, S.F. Rong, G.L. Dou, and M.M. Wang J. Comb. Chem. 12 2010 25
13. F. Sondheimer, and A. Meisels J. Org. Chem. 23 1958 762
14. S. Doodwin, A.F. Smith, A.A. Velasquez, and E.C. Horning J. Am. Chem. Soc. 81 1959 6209
15. J.P. Michael Nat. Prod. Rep. 14 1997 605
16. Y. Xia, Z.Y. Yang, P. Xia, K.F. Bastow, Y. Tachibana, S.C. Kuo, E. Hamel, T. Hackl, and K.H. Lee J. Med. Chem. 41 1998 1155
17. L.J. Huang, M.C. Hsieh, C.M. Teng, K.H. Lee, and S.C. Kuo Bioorg. Med. Chem. 6 1998 1657
18. T.C. Ko, M.J. Hour, J.C. Lien, C.M. Teng, K.H. Lee, S.C. Kuo, and L.J. Huang Bioorg. Med. Chem. 11 2001 279
19. Y. Xia, Z.Y. Yang, P. Xia, T. Hackl, E. Hamel, A. Mauger, J.H. Wu, and K.H. Lee J. Med. Chem. 44 2001 3932
20. Y. Xia, Z.Y. Yang, P. Xia, T. Hackl, E. Hamel, A. Mauger, J.H. Wu, and K.H. Lee Bioorg. Med. Chem. Lett. 13 2003 2891
21. M. Hadjeri, E.L. Peiller, C. Beney, N. Deka, M.A. Lawson, C. Dumontet, and A. Boumendjel J. Med. Chem. 47 2004 4964
22. Y.Y. Lai, L.J. Huang, K.H. Lee, Z. Xiao, K.F. Bastow, T. Yamori, and S.C. Kuo Bioorg. Med. Chem. 13 2005 265
23. Y. Xia, Z.Y. Yang, P. Xia, K.F. Bastow, Y. Tachibana, S.C. Kao, E. Hamel, T. Hackl, and K.H. Lee J. Med. Chem. 41 1998 1155
24. Y. Xia, Z.Y. Yang, P. Xia, T. Hackl, E. Hamel, A. Mauger, J.H. Wu, and K.H. Lee J. Med. Chem. 44 2001 3932
25. Y. Xia, Z.Y. Yang, P. Xia, T. Hackl, E. Hamel, A. Mauger, J.H. Wu, and K.H. Lee Bioorg. Med. Chem. Lett. 13 2003 2891
26. M. Hadjeri, E.L. Peiller, C. Beney, N. Deka, M.A. Lawson, C. Dumontet, and A. Boumendjel J. Med. Chem. 47 2004 4964
27. L.Y. Lai, I.J. Huang, K.H. Lee, Z. Xiao, K.F. Bastow, T. Yamori, and S.C. Kao Bioorg. Med. Chem. 13 2005 265
28. B.C. Chen, X. Huang, and J. Wang Synthesis 1987 482
29. A. Kasahara, T. Izumi, H. Watabe, and S. Takahashi Chem. Indust. 1981 121
30. S.C. Kuo, H.Z. Lee, J.P. Juang, Y.T. Lin, T.S. Wu, J.J. Chang, D. Lednicer, K.D. Paull, C.M. Lin, E. Hamel, and K.H. Lee J. Med. Chem. 36 1993 1146
31. M.J. Mphahlele J. Heterocycl. Chem. 47 2010 1
32. S. Tollari, S. Cenini, F. Ragaini, and L. Cassar J. Chem. Soc., Chem. Commun. 1994 1741
33. R. Annunziata, S. Cenini, G. Palmisano, and S. Tollari Synth. Commun. 26 1996 495
34. F. Ragaini, P. Sportiello, and S. Cenini J. Organomet. Chem. 577 1999 283
35. J. Ceorge, and S. Chandraseharan Synth. Commun. 13 1983 495
36. J. Li, D.Q. Shi, and W.X. Chen Heterocycles 45 1997 2381
37. V.S. Om, and S.K. Randhir Synth. Commun. 40 2010 277