A simple and efficient one-step synthesis of 3-substituted-4- hydroxyquinolin-2-one derivatives

Tetrahedron Letters

Volumn 53, Issue 15, 2012, Pages 1920-1923

  Toum, Jérôme ^a   Moquette, Alexandre ^a   Lamotte, Yann ^a   Mirguet, Olivier ^a  

^a GLAXOSMITHKLINE   (France)

Author keywords

4 Hydroxyquinolinone; Cyclization; One step procedure; Quinolinone

Indexed keywords

ANTHRANILIC ACID DERIVATIVE; ESTER DERIVATIVE; HETEROCYCLIC HYDROXY COMPOUND; QUINOLINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 84858153881     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.01.140     Document Type: Article

References (13)

1. M. Rowley, J.J. Kulagowski, A.P. Watt, D. Rathbone, G.I. Stevenson, R.W. Carling, R. Baker, G.R. Marshell, J.A. Kemp, A.C. Foster, S. Grimwood, R. Hargreaves, C. Hurley, K.L. Saywell, M.D. Tricklebank, and P.D. Leeson J. Med. Chem. 40 1997 4053 4068
2. T. Fuchigami, T. Haradahira, N. Fujimoto, Y. Nojiri, T. Mukai, F. Yamamoto, T. Okauchi, J. Maeda, K. Suzuki, T. Suhara, H. Yamaguchi, M. Ogawa, Y. Magata, and M. Maeda Bioorg. Med. Chem. 17 2009 5665 5675
3. L.A. McQuaid, E.C.R. Smith, D. Lodge, E. Pralong, J.H. Wikel, D.O. Calligaro, and P.J. O'Malley J. Med. Chem. 35 1992 3423 3425
4. C.A. Hicks, M.A. Ward, N. Ragumoorthy, S.J. Ambler, C.P. Dell, D. Dobson, and M.J. O'Neill Brain Res. 819 1999 65 74
5. Park, N. S.; Seong, C. M.; Jung, Y. S.; Choi, J. I.; Lee, C. W.; Chung, Y. J.; Choi, S. W.; Kong, J. Y.; Park, W. K. Eur. Pat. Appl. EP 869122, 1998.
6. A. Rivkin, Y.R. Kim, M.T. Goulet, N. Bays, A.D. Hill, I. Kariv, S. Krauss, N. Ginanni, P.R. Strack, N.E. Kohl, C.C. Chung, J.P. Varnerin, P.N. Goudreau, A. Chang, M.R. Tota, and B. Munoz Bioorg. Med. Chem. Lett. 16 2006 4620 4623
7. Goulet, M. T.; Munoz, B.; Rivkin, A. A. PCT Int Appl. WO2007089634, 2003.
8. A. Walser, G. Silverman, T. Flynn, and R.I. Fryer J. Heterocycl. Chem. 12 1975 351 358
9. E. Pongratz, and T. Kappe Monatsh. Chem. 115 1984 231 242
10. G.A. Freeman, C.W. Andrews III, A.L. Hopkins, G.S. Lowell, L.T. Schaller, J.R. Cowan, S.S. Gonzales, G.W. Koszalka, R.J. Hazen, L.R. Boone, R.G. Ferris, K.L. Creech, G.B. Roberts, S.A. Short, K. Weaver, D.J. Reynolds, J. Milton, J. Ren, D.I. Stuart, D.K. Stammers, and J.H. Chan J. Med. Chem. 47 2004 5923 5936
11. G.M. Coppola J. Heterocycl. Chem. 22 1985 1087 1088
12. G.D. Cuny, K. Lee, and S. Choi Lett. Org. Chem. 3 2006 68 72
13. M.-K. Jeon, H.J. Laa, D.-C. Hab, and Y.-D. Gong Synlett 2007 1431 1435