Advances in the carbonylation of aryl halides using palladium catalysts

Chimia

Volumn 55, Issue 9, 2001, Pages 684-687

  Beller, Matthias ^a   Indolese, Adriano F ^b  

^a UNIVERSITY OF ROSTOCK   (Germany)

^b SOLVIAS AG   (Switzerland)

Author keywords

Benzoic acid derivatives; Carbonylation; Homogeneous catalysis; Palladium

Indexed keywords

EID: 0035649785     PISSN: 00094293     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (31)

1. a) A. Schoenberg, I. Bartoletti, R.F. Heck, J. Org. Chem. 1974, 39. 3318:
2. b) A. Schoenberg, R.F. Heck, J. Org. Chem. 1974, 39, 3327;
3. c) A. Schoenberg, R.F. Heck, J. Am. Chem. Soc. 1974, 96, 7761.
4. Reviews: a) M. Beller, in 'Applied Homogeneous Catalysis with Organometallic Compounds', Eds. B. Cornils, W.A. Herrmann, VCH, Weinheim, 1996, Vol. 1, p. 148;
5. b) J. Tsuji, 'Palladium Reagents and Catalysts: Innovations in Organic Synthesis', Wiley, Chichester, 1995;
6. c) H.M. Colquhoun, D.J. Thompson, M.V. Twigg, 'Carbonylation, Direct Synthesis of Carbonyl Compounds', Plenum Press, New York, 1991.
7. a) M. Beller, B. Cornils, C.D. Frohning, C.W. Kohlpaintner, J. Mol. Catal. 1995, 104, 17;
8. b) E. J. Jang, K. H. Lee, J. S. Lee, Y. G. Kim, J. Mol. Catal. 1999, 138, 25.
9. a) H. Geissler, R. Pfirmann (Clariant), DE Patent 19815323, 1998;
10. b) H. Geissler, R. Pfirmann (Clariant), EP Patent 1086949, 2000.
11. M. Scalone, P. Vogt, (Hoffmann La Roche) EP 385 210 A2, 1990; Chem. Abstr. 1991, 114, 143153k.
12. M. Foa, F. Francalanci, E. Bencini, A. Gardano, J. Organomet. Chem. 1985, 285, 293.
13. I. Amer, H. Alper, J. Org. Chem. 1988, 53, 5147.
14. Y. Misumi, Y. Ishii, M. Hidai, Chem. Lett. 1994, 695.
15. A. Schnyder, M. Beller, G. Mehltretter, T. Nsenda, M. Studer, A. F. Indolese, J. Org. Chem. 2001, 66, 4311.
16. a) F. Ozawa, H. Soyama, T. Yamamoto, A. Yamamoto, Tetrahedron Lett. 1982, 23, 3383;
17. b) T. Kobayashi, M. Tanaka, J. Organomet. Chem. 1982, 233, C64;
18. c) F. Ozawa, T. Sugimoto, Y. Yuasa, M. Santra, T. Yamamoto, A. Yamamoto, Organometallics 1984, 3, 683.
19. W. Mägerlein, M. Beller, A.F. Indolese, J. Mol. Catal. 2000, 156, 213.
20. L. Cassar, M. Foa, J. Organomet. Chem. 1973, 51, 381.
21. J.J. Bozell, C.E. Vogt, J. Am. Chem. Soc. 1988, 110, 2655.
22. R.F. Heck, Adv. Catal. 1977, 26, 323.
23. a) R. Mutin, C. Lucas, J. Thivolle-Cazat, V. Dufaud, F. Dany. J.-M. Basset, J. Chem. Soc., Chem. Commun. 1988, 896;
24. b) V. Dufaud, J. Thivolle-Cazat, J.-M. Basset, R. Mathiew, Z. Jaud, J. Waissermann, Organometallics 1991, 10, 4005.
25. (a) M. Huser, M.-T. Youinou, J.A. Osborn, Angew. Chem. Int. Ed. Eng. 1989, 28, 1386;
26. b) V.V. Grushin, H. Alper, J. Chem. Soc., Chem. Commun. 1992, 611;
27. c) T. Miyawaki, K. Nomura, M. Hazama, G. Suzukamo, J. Mol. Catal. 1997, 120, L9.
28. Y. Ben-David, M. Portnoy, D. Milstein, J. Am. Chem. Soc. 1989, 111, 8742.
29. R.J. Perry, B.D. Wilson, J. Org. Chem. 1996, 61, 7482.
30. W. Mägerlein, A.F. Indolese, M. Beller, Angew. Chem. Int. Ed. 2001, 40, 2856.
31. M. Beller, W. Mägerlein, A.F. Indolese, C. Fischer, Synthesis 2001, 1098.