Cobalt-catalyzed direct electrochemical cross-coupling between aryl or heteroaryl halides and allylic acetates or carbonates

Journal of Organic Chemistry

Volumn 68, Issue 3, 2003, Pages 1142-1145

  Gomes, Paulo ^a   Gosmini, Corinne ^a   Périchon, Jacques ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROCHEMICAL CROSS-COUPLING;

BROMINE; CATALYSIS; CHLORINE COMPOUNDS; COBALT;

ORGANIC COMPOUNDS;

ACETIC ACID DERIVATIVE; ACETONITRILE; ALLYL COMPOUND; BROMINE DERIVATIVE; CARBONIC ACID; CHLORIDE; COBALT; HALIDE; IRON; N,N DIMETHYLFORMAMIDE; PYRIDINE;

ARTICLE; ARYLATION; CATALYSIS; CHEMICAL REACTION; ELECTROCHEMICAL ANALYSIS; MOLECULAR INTERACTION; REACTION ANALYSIS;

EID: 0037423331     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026421b     Document Type: Article

References (28)

1. Wenkert, E.; Fernandes, J. B.; Michelotti, E. L.; Swindell, C. S. Synthesis 1983, 701.
2. (a) Kharasch, M. S.; Reinmuth, O. In Grignard Reactions of Nonmetallic Substances; Coustable: London, 1954.
3. (b) Hayashi, T.; Konishi, M.; Yokota, K.-i.; Kumada, M. J. Chem. Soc., Chem. Commun. 1981, 313.
4. (c) Hayashi, T.; Konishi, M.; Yokota, K.-i.; Kumada, M. J. Organomet. Chem. 1985, 285, 359.
5. Zhu, L.; Wehmeyer, R. M.; Rieke, R. D. J. Org. Chem. 1991, 56, 1445.
6. Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117.
7. Heck, R. F. J. Am. Chem. Soc. 1968, 90, 5531.
8. Kosugi, M.; Sasazawa, K.; Shimizu, Y.; Migita, T. Chem. Lett. 1977, 301.
9. Tsuji, J. Tetrahedron 1986, 42, 4361.
10. (a) Trost, B. M.; Merlic, C. A. J. Am. Chem. Soc. 1990, 112, 9590.
11. (b) Malkov, A. V.; Baxendale, I. R.; Dvorak, D.; Mansfield, D. J.; Kocovsky, P. J. Org. Chem. 1999, 64, 2737.
12. (a) Temple, J. S.; Schwartz, J. J. Am. Chem. Soc. 1980, 102, 7382.
13. (b) Temple, J. S.; Riediker, M.; Schwartz, J. J. Am. Chem. Soc. 1982, 104, 1310.
14. Kurosawa, H.; Ogoshi, S.; Kawasaki, Y.; Murai, S.; Miyoshi, M.-a.; Ikeda, I. J. Am. Chem. Soc. 1990, 112, 2813.
15. Tsuji, J.; Minami, I.; Shimizu, I. Tetrahedron Lett. 1984, 25, 5157.
16. Durandetti, M.; Nédélec, J.-Y.; Périchon, J. J. Org. Chem. 1996, 61, 1748.
17. Gosmini, C.; Rollin, Y.; Périchon, J. Patent application 99/08480, France, July 1, 1999.
18. Gosmini, C.; Rollin, Y.; Nédélec, J.-Y.; Périchon, J. J. Org. Chem. 2000, 65, 6024.
19. Fillon, H.; Gosmini, C.; Nédélec, J.-Y.; Périchon, J. Tetrahedron Lett. 2001, 42, 3843.
20. Gosmini, C.; Nédélec, J.-Y.; Périchon, J. Tetrahedron Lett. 2000, 41, 5039.
21. Gosmini, C.; Nédélec, J.-Y.; Périchon, J. Tetrahedron Lett. 2000, 41, 201.
22. Gomes, P.; Gosmini, C.; Nédélec, J.-Y.; Périchon, J. Tetrahedron Lett. 2000, 41, 3385.
23. Maikap, G. C.; Madhava Reddy, M.; Mukhopadhyay, M.; Bhatia, B.; Iqbal, J. Tetrahedron 1994, 50, 9145.
24. Chaussard, J.; Folest, J. C.; Nédélec, J.-Y.; Périchon, J.; Sibille, S.; Troupel, M. Synthesis 1990, 5, 369.
25. Buriez, O.; Nédélec, J.-Y.; Périchon, J. J. Electroanal. Chem. 2001, 506, 162.
26. Buriez, O.; Cannes, C.; Nédélec, J.-Y.; Périchon, J. J. Electroanal. Chem. 2000, 495, 57.
27. Schulz, E.; Fahmi, K.; Lemaire, M. Acros Org. Acta 1995, 1, 10.
28. Fillon, H.; Gosmini, C.; Périchon, J. Patent application 01/08808, France, July 3, 2001.