The renaissance of palladium(II)-catalyzed oxidation chemistry

Organic and Biomolecular Chemistry

Volumn 2, Issue 18, 2004, Pages 2551-2554

  Sigman, Matthew S ^a   Schultz, Mitchell J ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALCOHOLS; AMINATION; CATALYSIS; CATALYSTS; DEHYDROGENATION; GROWTH KINETICS; OLEFINS; ORGANOMETALLICS; OXYGEN; PALLADIUM; REACTION KINETICS; STEREOCHEMISTRY; STOICHIOMETRY;

CROSS-COUPLING REACTIONS; LEWIS ACID ACTIVATION; NUCLEOPHILIC ADDITION REACTIONS; STEREOSELECTIVE PROCESSES;

OXIDATION;

EID: 4744343636     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b409127m     Document Type: Article

References (25)

1. For a very recent comprehensive review of this area, see: S. S. Stahl, Angew. Chem., Int. Ed., 2004, 43, 3400-3420.
2. J. Muzart, Tetrahedron, 2003, 59, 5789-5816.
3. D. R. Jensen, M. J. Schultz, J. A. Mueller and M. S. Sigman, Angew. Chem., Int. Ed., 2003, 42, 3810-3813.
4. T. Iwasawa, M. Tokunaga, Y. Obora and Y. Tsuji, J. Am. Chem. Soc., 2004, 126, 6554-6555.
5. T. Hosokawa, K. Maeda, K. Koga and I. Moritani, Tetrahedron Lett., 1973, 10, 739-740; for the formation of non-aromatic products, see: T. Hosokawa, H. Ohkata and I. Moritani, Bull. Chem. Soc. Jpn., 1975, 48, 1533-1536.
6. T. Hosokawa, K. Maeda, K. Koga and I. Moritani, Tetrahedron Lett., 1973, 10, 739-740; for the formation of non-aromatic products, see: T. Hosokawa, H. Ohkata and I. Moritani, Bull. Chem. Soc. Jpn., 1975, 48, 1533-1536.
7. Y. Uozumi, K. Kato and T. Hayashi, J. Am. Chem. Soc., 1997, 119, 5063-5064.
8. R. M. Trend, Y. K. Ramtohul, E. M. Ferreira and B. M. Stoltz, Angew. Chem., Int. Ed., 2003, 42, 2892-2895.
9. L. S. Hegedus, G. F. Allen, J. J. Bozell and E. L. Waterman, J. Am. Chem. Soc., 1978, 100, 5800-5807; L. S. Hegedus, G. F. Allen and E. L. Waterman, J. Am. Chem. Soc., 1976, 98, 2674-2676; L. S. Hegedus and J. M. McKearin, J. Am. Chem. Soc., 1982, 104, 2444-2451.
10. L. S. Hegedus, G. F. Allen, J. J. Bozell and E. L. Waterman, J. Am. Chem. Soc., 1978, 100, 5800-5807; L. S. Hegedus, G. F. Allen and E. L. Waterman, J. Am. Chem. Soc., 1976, 98, 2674-2676; L. S. Hegedus and J. M. McKearin, J. Am. Chem. Soc., 1982, 104, 2444-2451.
11. L. S. Hegedus, G. F. Allen, J. J. Bozell and E. L. Waterman, J. Am. Chem. Soc., 1978, 100, 5800-5807; L. S. Hegedus, G. F. Allen and E. L. Waterman, J. Am. Chem. Soc., 1976, 98, 2674-2676; L. S. Hegedus and J. M. McKearin, J. Am. Chem. Soc., 1982, 104, 2444-2451.
12. (a)M. Rönn, J.-E. Bäckvall and P. G. Andersson, Tetrahedron Lett., 1995, 36, 7749-7752;
13. (b) R. C. Larock, T. R. Hightower, L. A. Hasvold and K. P. Peterson, J. Org. Chem., 1996, 61, 3584-3585.
14. S. R. Fix, J. L. Brice and S. S. Stahl, Angew. Chem., Int. Ed., 2002, 41, 164-166.
15. V. I. Timokhin, N. R. Anastasi and S. S. Stahl, J. Am. Chem. Soc., 2003, 125, 12996-12997.
16. For Pd-catalyzed intramolecular oxidative amination of non-styrene derivatives, see: T. Hosokawa, M. Takano, Y. Kuroki and S. Murahashi, Tetrahedron Lett., 1992, 33, 6643-6646.
17. 2 is utilized.
18. L. S. Hegedus, R. E. Williams, M. A. McGuire and T. Hayashi, J. Am. Chem. Soc., 1980, 102, 4973-4979; L. S. Hegedus and W. H. Darlington, J. Am. Chem. Soc., 1980, 102, 4980-4983.
19. L. S. Hegedus, R. E. Williams, M. A. McGuire and T. Hayashi, J. Am. Chem. Soc., 1980, 102, 4973-4979; L. S. Hegedus and W. H. Darlington, J. Am. Chem. Soc., 1980, 102, 4980-4983.
20. T. Pei, X. Wang and R. A. Widenhoefer, J. Am. Chem. Soc., 2003, 125, 648-649.
21. R. A. Widenhoefer and T. Pei, J. Am. Chem. Soc., 2001, 123, 11 290-11 291.
22. B. M. Trost, S. A. Godleski and J. P. Genêt, J. Am Chem. Soc., 1978, 100, 3930-3931.
23. E. M. Ferreira and B. M. Stoltz, J. Am. Chem. Soc., 2003, 125, 9578-9579.
24. A. R. Dick, K. L. Hull and M. S. Sanford, J. Am. Chem. Soc., 2004, 126, 2300-2301.
25. M. S. Chen and M. C. White, J. Am Chem. Soc., 2004, 126, 1346-1347.