A direct approach to the synthesis of 5-aryl-4-chloropyridazinone: From microwave assisted catalyst screen to room temperature regio- and chemoselective Suzuki arylation

Heterocycles

Volumn 62, Issue , 2004, Pages 851-856

  Gong, Yong ^a   He, Wei ^a  

^a LLC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 CHLORO 5 PHENYLPYRIDAZINONE; 4,5 DICHLOROPYRIDAZINONE; BENZENEBORONIC ACID; PYRIDAZINONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYST; ROOM TEMPERATURE; STEREOCHEMISTRY; SYNTHESIS;

EID: 0347090258     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-03-s(p)66     Document Type: Article

References (27)

1. (a) M. P. Giovannoni, C. Vergelli, C. Ghelardini, N. Galeotti, A. Bartolini, and V. Dal Piaz, J. Med. Chem., 2003, 46, 1055.
2. (b) E. Sotelo, N. Fraiz, M. Yanez, V. Terrades, R. Laguna, E. Cano, and E. Ravina, Bioorg. Med. Chem., 2002, 10, 2873.
3. (c) L. Betti, M. Floridi, G. Giannaccini, F. Manetti, G. Strappaghetti, A. Tafi, and M. Botta, Bioorg. Med. Chem. Lett., 2003, 13, 171.
4. (a) B. U. W. Maes, K. Monsieurs, K. T. J. Loones, G. L. F. Lemiere, R. Dommisse, P. Matyus, Z. Riedl, and G. Hajos, Tetrahedron, 2002, 58, 9713.
5. (b) B. U. W. Maes, J. Kosmrlj, and G. L. F. Lemiere, J. Heterocycl. Chem., 2002, 39, 535.
6. (c) B. U. W. Maes, O. R'kyek, J. Kosmrlj, G. L. F. Lemiere, E. Esmans, J. Rozenski, R. A. Dommisse, and A. Haemers, Tetrahedron, 2001, 57, 1323.
7. (d) N. Miyaura and A. Suzuki, Chem. Rev., 1995, 95, 2457.
8. (e) S. Kotha, K. Lhiri, and D. Kashinath, Tetrahedron, 2002, 58, 9633.
9. C. S. Li, C. Brideau, C. C. Chan, C. Savoie, D. Claveau, S. Charleson, R. Gordon, G. Greig, J. Y. Gauthier, C. K. Lau, D. Riendeau, M. Therien, E. Wong, and P. Prasit, Bioorg. Med. Chem. Lett., 2003, 13, 597.
10. (a) L. Botella and C. Najera, Angew. Chem., Int. Ed., 2002, 41, 179.
11. (b) L. Botella and C. Najera, J. Organomet. Chem., 2002, 663, 46.
12. (c) D. A. Alonso, C. Najera and M. C. Pacheco, J. Org. Chem., 2002, 67, 5588.
13. (d) E. Sotelo, C. Coelho, and E. Ravina, Tetrahedron Lett., 2003, 44, 4459.
14. (a) Y. Gong and H. W. Pauls, Synlett, 2000, 829.
15. (b) E. Sotelo and E. Ravina, Synlett, 2002, 223.
16. (c) C.-G. Yang, G. Liu, and B. Jiang, J. Org. Chem., 2002, 67, 9392.
17. (d) J. Zhang, P. G. Blazecka, D. Belmont, and J. G. Davidson, Org. Lett., 2002, 4, 4559.
18. (e) A. Heynderickx, A. Samat, and R. Guglielmetti, Synthesis, 2002, 213.
19. Y. Gong and W. He, Org. Lett., 2002, 4, 3803.
20. +).
21. P. Matyus, E. Zara-Kacsian, and S. Boros, J. Heterocycl. Chem., 1996, 33, 583.
22. D-H. Kweon, Y-J. Kang, H-A. Chung, and Y-J. Yoon, J. Heterocycl. Chem., 1998, 35, 819.
23. (a) A. F. Littke and G. C. Fu, Angew. Chem., Int. Ed., 2002, 41, 4176.
24. (b) S. Kotha, K. Lahiri, and D. Kashinath, Tetrahedron, 2002, 58, 9633.
25. G. Y. Li, J. Org. Chem., 2002, 67, 3643.
26. P. L. Goggin and R. J. Goodfellow, J. Chem. Soc. (A), 1966, 1462.
27. 2OCl: 221.0481.