Palladium/phosphite catalyst systems for efficient cross coupling of aryl bromides and chlorides with phenylboronic acid

Chemistry - A European Journal

Volumn 6, Issue 10, 2000, Pages 1830-1833

  Zapf, Alexander ^a   Beller, Matthias ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Aryl chlorides; Homogeneous catalysis; Palladium; Phosphite ligands; Suzuki reaction

Indexed keywords

BORONIC ACID DERIVATIVE; BROMIDE; CHLORIDE; LIGAND; PHOSPHITE;

ANALYTIC METHOD; ARTICLE; CATALYST; CHEMICAL STRUCTURE; REACTION ANALYSIS; STOICHIOMETRY;

EID: 0034660639     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(20000515)6:10<1830::AID-CHEM1830>3.0.CO;2-8     Document Type: Article

References (35)

1. E. Mutschler, Arzneimittelwirkungen, 5th ed., Wissenschaftliche Verlagsgesellschaft mbH, Stuttgart, 1986.
2. H. H. Szmant, Organic building blocks of the chemical industry, Wiley, New York, 1989.
3. a) A. S. Parsons, J. M. Garcia, V. Snieckus, Tetrahedron Lett. 1994, 35, 7537;
4. b) D. W. Old, J. P. Wolfe, S. L. Buchwald, J. Am. Chem. Soc. 1998, 120, 9722.
5. E. Poetsch, Kontakte 1988, 15.
6. T. I. Wallow, B. M. Novak, J. Am. Chem. Soc. 1991, 113, 7411.
7. a) N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457;
8. b) H. Geissler in Transition Metals for Organic Synthesis, Vol. I (Eds.: M. Beller, C. Bolm), Wiley-VCH, Weinheim, 1998
9. c) A. Suzuki in Metal-Catalyzed Cross-Coupling Reactions (Eds.: F. Diederich, P. J. Stang), Wiley-VCH, Weinheim, 1997.
10. a) V. V. Grushin, H. Alper, Chem. Rev. 1994, 94, 1047;
11. b)T. H. Riermeier, A. Zapf, M. Beller, Top. Catal. 1997, 4, 301;
12. c) R. Stürmer, Angew. Chem. 1999, 111, 3509; Angew. Chem. Int. Ed. 1999, 38, 3307.
13. c) R. Stürmer, Angew. Chem. 1999, 111, 3509; Angew. Chem. Int. Ed. 1999, 38, 3307.
14. A. F. Indolese, Tetrahedron Lett. 1997, 38, 3513.
15. S. Saito, S. Oh-tani, N. Miyaura, J. Org. Chem. 1997, 62, 8024.
16. M. Beller, H. Fischer, W. A. Herrmann, K. Öfele, C. Broßmer, Angew. Chem. 1995, 107, 1992; Angew. Chem. Int. Ed. Engl. 1995, 34, 1848.
17. M. Beller, H. Fischer, W. A. Herrmann, K. Öfele, C. Broßmer, Angew. Chem. 1995, 107, 1992; Angew. Chem. Int. Ed. Engl. 1995, 34, 1848.
18. a) M. B. Mitchell, P. J. Wallbank, Tetrahedron Lett. 1991, 32, 2273;
19. b) M. T. Reetz, R. Breinbauer, K. Wanninger, Tetrahedron Lett. 1996, 37, 4499;
20. c) S. Saito, M. Sakai, N. Miyaura, Tetrahedron Lett. 1996, 37, 2993;
21. d) W. Shen, Tetrahedron Lett. 1997, 38, 5575;
22. e) W. A. Herrmann, C. P. Reisinger, M. Spiegler, J. Organomet. Chem. 1998, 557, 93;
23. f) F. Firooznia, C. Gude, K. Chan, Y. Satoh, Tetrahedron Lett. 1998, 39, 3985.
24. A. F. Littke, G. C. Fu, Angew. Chem. 1998, 110, 3586; Angew. Chem. Int. Ed. 1998, 38, 3387.
25. A. F. Littke, G. C. Fu, Angew. Chem. 1998, 110, 3586; Angew. Chem. Int. Ed. 1998, 38, 3387.
26. a) J. P. Wolfe, S. L. Buchwald, Angew. Chem. 1999, 111, 2570: Angew. Chem. Int. Ed. 1999, 39, 2413;
27. a) J. P. Wolfe, S. L. Buchwald, Angew. Chem. 1999, 111, 2570: Angew. Chem. Int. Ed. 1999, 39, 2413;
28. b) R. A. Singer, S. E. Buchwald, Tetrahedron Lett. 1999, 40, 1095.
29. C. Zhang, J. Huang, M. L. Trudell, S. P. Nolan, J. Org. Chem. 1999, 64, 3804.
30. a) O. Lohse, P. Thevenin, E. Waldvogel, Synlett 1999, 45;
31. b) M. A. Ciufolini, J. W. Mitchell, F. Roschangar, Tetrahedron Lett. 1996, 37, 8281;
32. c) N. M. Ali, A. McKillop, M. B. Mitchell, R. A. Rebelo, P. J. Wallbank, Tetrahedron 1992, 48, 8117.
33. M. Beller, A. Zapf, Synlett 1998, 792.
34. A. Zapf, PhD thesis, TU München, 1998.
35. D. A. Albisson, R. B. Bedford, S. E. Lawrence, P. N. Scully, Chem. Commun. 1998, 2095.