Synthesis of 3-arylbenzo[1,4]dioxin-2-carboxamides by palladium-catalysed coupling of vinylstannanes with aryl halides

Tetrahedron Letters

Volumn 38, Issue 32, 1997, Pages 5635-5638

  Khatib, S ^a,b   Mamai, A ^b   Guillaumet, G ^b   Bouzoubaa, M ^a   Coudert, G ^b  

^a HASSAN II UNIVERSITY   (Morocco)

^b UNIVERSITÉ D'ORLÉANS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIOXANE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030763063     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01268-9     Document Type: Article

References (24)

1. (a) Coudert, G.; Guillaumet, G.; Lalloz L.; Loppinet, V.; Eur. Pat. Appl. EP 39, 646; Chem. Abstr., 1982, 96, 85589d.
2. (b) Regnier, G.; Poignant, J. C. Eur. Pat. Appl. EP 84, 993; Chem. Abstr., 1983, 99, 194980g.
3. (c) Guillaumet, G.; Coudert, G.; Thiéry, V.; Adam, G.; Bizot-Espiard, J. G.; Pfeiffer, B.; Renard, P. Eur. Pat. Appl. EP 624, 582; Chem. Abstr., 1995, 122, 105899r.
4. (d) Guillaumet, G.; Hretani, M.; Coudert, G.; Averbeck, D.; Averbeck, S. Eur. J. Med. Chem., 1990, 25, 45-51.
5. (e) Csik, G.; Besson, T.; Coudert, G.; Guillaumet, G.; Nocentini, S. J. Photochem. Photobiol., 1993, 19, 119-124.
6. (f) Csik, G.; Ronto, G.; Nocentini, D.; Averbeck, S.; Averbeck, D.; Besson, T.; Coudert, G.; Guillaumet, G. J. Photochem. Photobiol., 1994, 24, 129-139.
7. (g) Khouili, M.; Guillaumet, G.; Coudert, G. Il Farmaco, 1996, 51, 175-184.
8. (h) Khouili, M.; Guillaumet, G.; Coudert, G. Il Farmaco, 1996, 51, 185-188.
9. (a) Dewar, G. H.; Kapur, H.; Mottram, D. R. Eur. J. Med. Chem., 1983, 18, 286-290.
10. (b) Giardina, D.; Bertini, R.; Brancia, E.; Brasili, L.; Melchiorre, C. J. Med. Chem., 1985, 28, 1354-1357.
11. (c) Henning, R.; Lattrell, R.; Gerhards, H. J.; Levent, M. J. Med. Chem., 1987, 30, 814-819.
12. (d) Hibert, M.; Gittos, M.; Middlemiss, D.; Mir, A.; Fozard, J. J. Med. Chem., 1988, 31, 1087-1093.
13. (e) Nikam, S.; Martin, A.; Nelson, D. J. Med. Chem., 1988, 31, 1965-1968.
14. (f) Giardina, D.; Gulin, U.; Pigini, M.; Piloni, M.; Melchiorre, C. Il Farmaco, 1990, 45, 1289-1298.
15. (a) Coudert, G.; Guillaumet, G.; Loubinoux, B. Tetrahedron Lett., 1978, 1059-1062.
16. (b) Thiéry, V.; Coudert, G.; Morin-Allory, L.; Guillaumet, G. Tetrahedron, 1995, 51, 2619-2628.
17. (c) Thiéry, V.; Coudert, G.; Guillaumet, G. Tetrahedron, 1997, 53, 2061-2074.
18. McKean, D. R.; Parrinello, G.; Renaldo, A. F.; Stille, J. K. J. Org. Chem., 1987, 52, 422-424.
19. (a) G. Guillaumet, G.; Coudert, G.; Loubinoux, B. Tetrahedron Lett., 1979, 4379-4382.
20. (b) Ruiz, N.; Buon, C.; Pujol, M. D.; Guillaumet, G.; Coudert, G. Synth. Commun., 1996, 26, 2057-2066.
21. Coulson, D. R.; Satek, L. C.; Grim, S. O. Inorg Synthesis, 1978, 43, 121-123.
22. (a) Liebskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359-5364.
23. (b) Gômez-Bengoa, E.; Echavaren, A.M. J. Org. Chem., 1991, 56, 3497-3500.
24. All new compounds reported here have been fully characterised.