The Suzuki coupling of aryl chlorides under microwave heating

Advanced Synthesis and Catalysis

Volumn 346, Issue 13-15, 2004, Pages 1627-1630

  Bedford, Robin B ^a   Butts, Craig P ^a   Hurst, Timothy E ^a   Lidström, Pelle ^b  

^a UNIVERSITY OF EXETER   (United Kingdom)

^b Personal Chemistry AB   (Sweden)

Author keywords

Aryl chlorides; C C bond formation; Metallacycles; Microwaves; Palladium; Suzuki coupling

Indexed keywords

CHLORIDE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; COLLOID; HEATING; MICROWAVE RADIATION; SUZUKI REACTION;

EID: 12344277566     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404144     Document Type: Article

References (15)

1. For a recent review, see: P. Lidström, J. Tierney, B. Wathey, J. Westman, Tetrahedron 2001, 57, 10229.
2. For recent reviews, see: a) N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457; b) S. P. Stanforth, Tetrahedron 1998, 54, 263; c) A. Suzuki, J. Organomet. Chem. 1999, 576, 147.
3. For recent reviews, see: a) N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457; b) S. P. Stanforth, Tetrahedron 1998, 54, 263; c) A. Suzuki, J. Organomet. Chem. 1999, 576, 147.
4. For recent reviews, see: a) N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457; b) S. P. Stanforth, Tetrahedron 1998, 54, 263; c) A. Suzuki, J. Organomet. Chem. 1999, 576, 147.
5. A. F. Littke, G. C. Fu, Angew. Chem. Int. Ed. 2002, 41, 4176.
6. For the use of microwaves in coupling reactions, see: M. Larhed, C. Moberg, A. Hallberg, Acc. Chem. Res., 2002, 35, 717.
7. For a recent report on the microwave-assisted Kumada and Negishi couplings of aryl chlorides see: P. Walla, O. C. Kappa, Chem. Commun. 2004, 564.
8. N. E. Leadbeater, M. Marco, Org. Lett. 2002, 4, 2973.
9. R. B. Bedford, M. E. Blake, C. P. Butts, D. Holder, Chem. Commun. 2003, 466.
10. a) R. B. Bedford, C. S. J. Cazin, S. L. Hazelwood, Angew. Chem. Int. Ed. 2002, 41, 4120;
11. b) R. B. Bedford, S. L. Hazelwood, M. E. Limmert, Chem. Commun. 2002, 2610;
12. c) R. B. Bedford, S. L. Hazelwood, M. E. Limmert, D. A. Albisson, S. M. Draper, P. N. Scully, S. J. Coles, M. B. Hursthouse, Chem. Eur. J. 2003, 9, 3216.
13. R. B. Bedford, C. S. J. Cazin, S. J. Coles, T. Gelbrich, P. N. Horton, M. B. Hursthouse, M. E. Light, Organometallics 2003, 22, 987.
14. For leading references see: C. Amatore, A. Jutand, A. Thuilliez, J. Organomet. Chem. 2002, 643-644, 416.
15. The introduction of three ortho-substituents can be particularly problematic, for a discussion see: J. P. Wolfe, R. A. Singer, B. H. Yang, S. L. Buchwald, J. Am. Chem. Soc. 1999, 121, 9550.