Relative Ortho-Directing Power of Fluorine, Chlorine and Methoxy Group for the Metalation Reaction in the Diazine Series. Diazines XXXV

Journal of Heterocyclic Chemistry

Volumn 40, Issue 5, 2003, Pages 855-860

  Toudic, Frédéric ^a   Turck, Alain ^a   Plé, Nelly ^a   Quéguiner, Guy ^a   Darabantu, Mircea ^b   Lequeux, Thierry ^b   Pommelet, Jean Claude ^b  

^a IRCOF   (France)

^b UNIVERSITÉ DE CAEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 CHLORO 6 METHOXYPYRAZINE; 2 FLUORO 7 METHOXYPYRAZINE; 3 FLUORO 6 CHLOROPYRIDAZINE; CHLORINE; DIAZINE DERIVATIVE; FLUORINE; HETEROCYCLIC COMPOUND; METHYL GROUP; PYRAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ACIDITY; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; METALATION REACTION; REACTION ANALYSIS; STEREOCHEMISTRY; STEREOSPECIFICITY; STRUCTURE ANALYSIS;

EID: 0242361699     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570400517     Document Type: Article

References (24)

1. A. Turck, N. Pié, L. Mojovic and G. Queguiner, Bull. Soc. Chim. Fr., 130, 488 (1993); L. Mojovic, A. Turck, N. Plé, M. Dorsy, B. Ndzi and G. Queguiner, Tetrahedron, 52,10417 (1996).
2. A. Turck, N. Pié, L. Mojovic and G. Queguiner, Bull. Soc. Chim. Fr., 130, 488 (1993); L. Mojovic, A. Turck, N. Plé, M. Dorsy, B. Ndzi and G. Queguiner, Tetrahedron, 52,10417 (1996).
3. H. Gilman, W. Laugham and F. W. Moore, J. Am. Chem. Soc., 62, 2327 (1940); W. Laugham, R. Q. Brewter and H. Gilmore, J. Am. Chem. Soc., 63, 545 (1941).
4. H. Gilman, W. Laugham and F. W. Moore, J. Am. Chem. Soc., 62, 2327 (1940); W. Laugham, R. Q. Brewter and H. Gilmore, J. Am. Chem. Soc., 63, 545 (1941).
5. D. W. Slocum and E. A. Jennings, J. Org. Chem., 41, 3653 (1976).
6. D. C. Furlano, S. N. Calderon, G. Chen and K. Kirk, J. Org. Chem., 53, 3145 (1988).
7. M. Schlosser, G. Katsoulos and S. Takagishi, Synlett, 747 (1990); M. Schlosser and S. Takagishi, Synlett, 119 (1991); G. Katsoulos, S. Takagishi and M. Schlosser, Synlett, 731 (1991).
8. M. Schlosser, G. Katsoulos and S. Takagishi, Synlett, 747 (1990); M. Schlosser and S. Takagishi, Synlett, 119 (1991); G. Katsoulos, S. Takagishi and M. Schlosser, Synlett, 731 (1991).
9. M. Schlosser, G. Katsoulos and S. Takagishi, Synlett, 747 (1990); M. Schlosser and S. Takagishi, Synlett, 119 (1991); G. Katsoulos, S. Takagishi and M. Schlosser, Synlett, 731 (1991).
10. A. J. Bridges, A. Lee, E. C. Maduakor and C. E. Schwartz, Tetrahedron Lett., 33, 7495 (1992).
11. M. Schlosser, J. Organomet. Chem., 8, 9 (1967); M. Schlosser, Pure Appl. Chem., 60, 1627 (1988).
12. M. Schlosser, J. Organomet. Chem., 8, 9 (1967); M. Schlosser, Pure Appl. Chem., 60, 1627 (1988).
13. J. J. Fitt, H. W. Gschwend, A. Hamdam, S. K. Boyer and H. M. Haider, J. Org. Chem., 47, 3658 (1982); M. Iwao, J. Org. Chem., 55, 3622 (1990); D. W. Slocum, P. Dietzel, Tetrahedron Lett., 40, 1823 (1999).
14. J. J. Fitt, H. W. Gschwend, A. Hamdam, S. K. Boyer and H. M. Haider, J. Org. Chem., 47, 3658 (1982); M. Iwao, J. Org. Chem., 55, 3622 (1990); D. W. Slocum, P. Dietzel, Tetrahedron Lett., 40, 1823 (1999).
15. J. J. Fitt, H. W. Gschwend, A. Hamdam, S. K. Boyer and H. M. Haider, J. Org. Chem., 47, 3658 (1982); M. Iwao, J. Org. Chem., 55, 3622 (1990); D. W. Slocum, P. Dietzel, Tetrahedron Lett., 40, 1823 (1999).
16. J. Moyroud, J. L. Guesnet, B. Bennetau and J. Mortier, Tetrahedron Lett., 36, 881 (1995); F. Mongin and M. Schlosser, Tetrahedron Lett., 37, 6551 (1996).
17. J. Moyroud, J. L. Guesnet, B. Bennetau and J. Mortier, Tetrahedron Lett., 36, 881 (1995); F. Mongin and M. Schlosser, Tetrahedron Lett., 37, 6551 (1996).
18. M. Mallet, J. Organomet. Chem., 406, 49 (1991).
19. D. L. Comins, M. F. Baevsky and H. Hong, J. Am. Chem. Soc., 114, 10971 (1992).
20. P. Remuzon, D. Bouzard and J. P. Jacquet, Heterocycles, 436, 431 (1993).
21. A. Turck, N. Plé, D. Dognon, C. Harmoy and G. Queguiner, J. Heterocyclic Chem., 31, 1449 (1994).
22. M. Darabantu, T. Lequeux, J. C. Pommelet, N. Plé and A. Turck, Tetrahedron, 57, 739 (2001); M. Darabantu, T. Lequeux, J. C. Pommelet, N. Plé, A. Turck and L. Toupet, Tetrahedron Lett., 41, 6763 (2000).
23. M. Darabantu, T. Lequeux, J. C. Pommelet, N. Plé and A. Turck, Tetrahedron, 57, 739 (2001); M. Darabantu, T. Lequeux, J. C. Pommelet, N. Plé, A. Turck and L. Toupet, Tetrahedron Lett., 41, 6763 (2000).
24. A. Heynderickx, Thesis, University of Rouen, (1997).