Oxidative cross-coupling of acrylates with vinyl carboxylates catalyzed by a Pd(OAc)2/HPMoV/O2 system

Organic Letters

Volumn 6, Issue 24, 2004, Pages 4623-4625

  Hatamoto, Yuji ^a   Sakaguchi, Satoshi ^a   Ishii, Yasutaka ^a  

^a KANSAI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; ACETYLACETONE; CARBOXYLIC ACID DERIVATIVE; KETONE DERIVATIVE; N BUTYL 5 (ACETOXY) 2,4 PENTADIENOATE; OXYGEN; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL BINDING; CROSS COUPLING REACTION; HIGH TEMPERATURE; ORGANIC CHEMISTRY; OXIDATION; QUANTUM YIELD; REACTION ANALYSIS; TEMPERATURE DEPENDENCE;

EID: 10044283091     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047971u     Document Type: Article

References (21)

1. Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds; Wiley-VCH: New York, 1998.
2. Kanai, H.; Okada, M. Chem. Lett. 1975, 167. Kanai, H.; Ishii, K. Bull. Chem. Soc. Jpn. 1981, 54, 1015.
3. Kanai, H.; Okada, M. Chem. Lett. 1975, 167. Kanai, H.; Ishii, K. Bull. Chem. Soc. Jpn. 1981, 54, 1015.
4. Wilke, G. Angew. Chem., Int. Ed. Engl. 1988, 27, 185.
5. McKinney, R. J.; Colton, M. C. Organometallics 1986, 5, 1080. McKinney, R. J. Organometallics 1986, 5, 1752. Bennet, M. A. Organometallics 1995, 14, 2565.
6. McKinney, R. J.; Colton, M. C. Organometallics 1986, 5, 1080. McKinney, R. J. Organometallics 1986, 5, 1752. Bennet, M. A. Organometallics 1995, 14, 2565.
7. McKinney, R. J.; Colton, M. C. Organometallics 1986, 5, 1080. McKinney, R. J. Organometallics 1986, 5, 1752. Bennet, M. A. Organometallics 1995, 14, 2565.
8. Alderson, T.; Jenner, E. T.; Lindsey, R. V. J. J. Am. Chem. Soc. 1965, 87, 5638. Nikishin, G. I.; Kovalev, I. P.; Ignatenko, A. V. Tetrahedron Lett. 1991, 132, 1077. Brookhart, M.; Sabo-Etienne, S. J. Am. Chem. Soc. 1991, 113, 2777. Brookhart, M.; Hauptman, E. J. Am. Chem. Soc. 1992, 114, 4437. Hauptman, E.; Etienne, S. S.; White, P. S.; Brookhart, M.; Garner, J. M.; Fagan, P. J.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 8038.
9. Alderson, T.; Jenner, E. T.; Lindsey, R. V. J. J. Am. Chem. Soc. 1965, 87, 5638. Nikishin, G. I.; Kovalev, I. P.; Ignatenko, A. V. Tetrahedron Lett. 1991, 132, 1077. Brookhart, M.; Sabo-Etienne, S. J. Am. Chem. Soc. 1991, 113, 2777. Brookhart, M.; Hauptman, E. J. Am. Chem. Soc. 1992, 114, 4437. Hauptman, E.; Etienne, S. S.; White, P. S.; Brookhart, M.; Garner, J. M.; Fagan, P. J.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 8038.
10. Alderson, T.; Jenner, E. T.; Lindsey, R. V. J. J. Am. Chem. Soc. 1965, 87, 5638. Nikishin, G. I.; Kovalev, I. P.; Ignatenko, A. V. Tetrahedron Lett. 1991, 132, 1077. Brookhart, M.; Sabo-Etienne, S. J. Am. Chem. Soc. 1991, 113, 2777. Brookhart, M.; Hauptman, E. J. Am. Chem. Soc. 1992, 114, 4437. Hauptman, E.; Etienne, S. S.; White, P. S.; Brookhart, M.; Garner, J. M.; Fagan, P. J.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 8038.
11. Alderson, T.; Jenner, E. T.; Lindsey, R. V. J. J. Am. Chem. Soc. 1965, 87, 5638. Nikishin, G. I.; Kovalev, I. P.; Ignatenko, A. V. Tetrahedron Lett. 1991, 132, 1077. Brookhart, M.; Sabo-Etienne, S. J. Am. Chem. Soc. 1991, 113, 2777. Brookhart, M.; Hauptman, E. J. Am. Chem. Soc. 1992, 114, 4437. Hauptman, E.; Etienne, S. S.; White, P. S.; Brookhart, M.; Garner, J. M.; Fagan, P. J.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 8038.
12. Alderson, T.; Jenner, E. T.; Lindsey, R. V. J. J. Am. Chem. Soc. 1965, 87, 5638. Nikishin, G. I.; Kovalev, I. P.; Ignatenko, A. V. Tetrahedron Lett. 1991, 132, 1077. Brookhart, M.; Sabo-Etienne, S. J. Am. Chem. Soc. 1991, 113, 2777. Brookhart, M.; Hauptman, E. J. Am. Chem. Soc. 1992, 114, 4437. Hauptman, E.; Etienne, S. S.; White, P. S.; Brookhart, M.; Garner, J. M.; Fagan, P. J.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 8038.
13. Oehme, G.; Pracejus, H.; Tetrahedron Lett. 1979, 3434. Nugent, W. A.; Hobbs, F. W. J. J. Org. Chem. 1983, 48, 5364. Tkatchenko, I.; Neibecker, D.; Grenouillet, P. Organometallics 1984, 3, 1130. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
14. Oehme, G.; Pracejus, H.; Tetrahedron Lett. 1979, 3434. Nugent, W. A.; Hobbs, F. W. J. J. Org. Chem. 1983, 48, 5364. Tkatchenko, I.; Neibecker, D.; Grenouillet, P. Organometallics 1984, 3, 1130. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
15. Oehme, G.; Pracejus, H.; Tetrahedron Lett. 1979, 3434. Nugent, W. A.; Hobbs, F. W. J. J. Org. Chem. 1983, 48, 5364. Tkatchenko, I.; Neibecker, D.; Grenouillet, P. Organometallics 1984, 3, 1130. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
16. Oehme, G.; Pracejus, H.; Tetrahedron Lett. 1979, 3434. Nugent, W. A.; Hobbs, F. W. J. J. Org. Chem. 1983, 48, 5364. Tkatchenko, I.; Neibecker, D.; Grenouillet, P. Organometallics 1984, 3, 1130. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
17. Oenme, G.; Pracejus, H. J. Prakt. Chem. 1980, 322, 798. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
18. Oenme, G.; Pracejus, H. J. Prakt. Chem. 1980, 322, 798. Guibert, I.; Neibecker, D.; Tkatchenko, I. J. Chem. Soc., Chem. Commun. 1989, 1850.
19. Kohll, C. F.; Van Helden, R. Recl. Trav. Chim. Pays-Bas 1967, 86, 1930 [CAN 66:104490].
20. Yokota, T.; Tani, M.; Sakaguchi, S.; Ishii, Y. J. Am. Chem. Soc. 2003, 125, 1476.
21. Henry, P. M. Acc. Chem. Res. 1973, 6, 16.