Room temperature borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent

Chemical Communications

Volumn 3, Issue 23, 2003, Pages 2924-2925

  Ishiyama, Tatsuo ^a   Nobuta, Yusuke ^a   Hartwig, John F ^b   Miyaura, Norio ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4,4' DI TERT BUTYL 2,2' BIPYRIDINE; BORANE DERIVATIVE; CARBON; HEXANE; HYDROGEN; IRIDIUM COMPLEX; PINACOLBORANE; POLYCYCLIC AROMATIC HYDROCARBON; PYRIDINE DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL PROCEDURES; REACTION ANALYSIS; ROOM TEMPERATURE; STOICHIOMETRY;

EID: 0344874124     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b311103b     Document Type: Article

References (31)

1. M. Vaultier and B. Carboni, in Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. A. Stone and G. Wilkinson, Pergamon Press, Oxford, 1995, vol. 11, p. 191
2. K. Ishihara, H. Yamamoto, Eur. J. Org. Chem. 1999 527
3. S. Shinkai, M. Ikeda, A. Sugasaki, M. Takeuchi, Acc. Chem. Res. 2001 34 494
4. C. D. Entwistle, T. B. Marder, Angew. Chem., Int. Ed. 2002 41 2927
5. A. H. Soloway, W. Tjarks, B. A. Barnum, F.-G. Rong, R. F. Barth, I. M. Codogni, J. G. Wilson, Chem. Rev. 1998 98 1515
6. W. Yang, X. Gao, B. Wang, Med. Res. Rev. 2003 23 346
7. A. N. Nesmeyanov and R. A. Sokolik, Methods of Elemento-Organic Chemistry, North-Holland, Amsterdam, 1967, vol. 1
8. T. Ishiyama, N. Miyaura, J. Synth. Org. Chem., Jpn. 1999 57 503
9. T. Ishiyama, N. Miyaura, J. Organomet. Chem. 2000 611 392
10. M. Murata, T. Oyama, S. Watanabe, Y. Masuda, J. Org. Chem. 2000 65 164
11. T. Ishiyama, N. Miyaura, J. Organomet. Chem. 2003 680 3
12. C. N. Iverson, M. R. Smith, III, J. Am. Chem. Soc. 1999 121 7696
13. H. Chen, J. F. Hartwig, Angew. Chem., Int. Ed. 1999 38 3391
14. H. Chen, S. Schlecht, T. C. Semple, J. F. Hartwig, Science 2000 287 1995
15. J.-Y. Cho, C. N. Iverson, M. R. Smith III J. Am. Chem. Soc. 2000 122 12868
16. M. K. Tse, J.-Y. Cho, M. R. Smith III, Org. Lett. 2001 3 2831
17. S. Shimada, A. S. Batsanov, J. A. K. Howard, T. B. Marder, Angew. Chem., Int. Ed. 2001 40 2168
18. J.-Y. Cho, M. K. Tse, D. Holmes, R. E. Maleczka Jr., M. R. Smith III, Science 2002 295 305
19. T. Ishiyama, J. Takagi, K. Ishida, N. Miyaura, N. R. Anastasi, J. F. Hartwig, J. Am. Chem. Soc. 2002 124 390
20. J. Takagi, K. Sato, J. F. Hartwig, T. Ishiyama, N. Miyaura, Tetrahedron Lett. 2002 43 5649
21. T. Ishiyama, J. Takagi, J. F. Hartwig, N. Miyaura, Angew. Chem., Int. Ed. 2002 41 3056
22. T. Ishimaya, J. Takagi, Y. Yonekawa, J. F. Hartwig, N. Miyaura, Adv. Synth. Catal. 2003 345 1103
23. L. Dong, S. B. Duckett, K. F. Ohman, W. D. Jones, J. Am. Chem. Soc. 1992 114 151
24. T. Morikita, M. Hirano, A. Sasaki, S. Komiya, Inorg. Chim. Acta 1999 291 341
25. S. N. Ringelberg, A. Meetsma, B. Hessen, J. H. Teuben, J. Am Chem. Soc. 1999 121 6082
26. J. D. Atwood, in Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. A. Stone and G. Wilkinson, Pergamon Press, Oxford, 1995, vol. 8, p. 303
27. H. Yamazaki, H. Tamura, M. Sugimoto, H. Sato and S. Sakaki, 49th Symposium on Organometallic Chemistry, Kinki Chemical Society, Osaka, Japan, 2002, PA119
28. P. Nguyen, H. P. Blom, S. A. Westcott, N. J. Taylor, T. B. Marder, J. Am. Chem. Soc. 1993 115 9329
29. N. Miyaura, A. Suzuki, Chem. Rev. 1995 95 4
30. N. Miyaura, Top. Curr. Chem. 2002 219 11
31. A. Suzuki and H. C. Brown, Organic Syntheses Via Boranes, Aldrich Chemical Company, Inc., Milwaukee, 2003, vol. 3