Synthesis of arylboronates via the palladium(0)-catalyzed cross-coupling reaction of tetra(alkoxo)diborons with aryl triflates

Tetrahedron Letters

Volumn 38, Issue 19, 1997, Pages 3447-3450

  Ishiyama, Tatsuo ^a   Itoh, Yoshiya ^a   Kitano, Takahiro ^a   Miyaura, Norio ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BIPHENYL DERIVATIVE; ORGANOBORON DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0030969943     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00642-4     Document Type: Article

References (20)

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4. Ishiyama, T.; Matsuda, N.; Miyaura, N.; Suzuki, A. J. Am. Chem. Soc. 1993, 115, 11018. Iverson, C. N.; Smith III, M. R. J. Am. Chem. Soc. 1995, 117, 4403. Ishiyama, T.; Matsuda, N.; Murata, M.; Ozawa, F.; Suzuki, A.; Miyaura, N. Organometallics 1996, 15, 713. Lesley, G.; Nguyen, P.; Taylor, N. J.; Marder, T. B.; Scott, A. J.; Clegg, W.; Norman, N. C. Organometallics 1996, 15, 5137. Iverson, C. N.; Smith III, M. R. Organometallics 1996, 15, 5155.
5. Ishiyama, T.; Matsuda, N.; Miyaura, N.; Suzuki, A. J. Am. Chem. Soc. 1993, 115, 11018. Iverson, C. N.; Smith III, M. R. J. Am. Chem. Soc. 1995, 117, 4403. Ishiyama, T.; Matsuda, N.; Murata, M.; Ozawa, F.; Suzuki, A.; Miyaura, N. Organometallics 1996, 15, 713. Lesley, G.; Nguyen, P.; Taylor, N. J.; Marder, T. B.; Scott, A. J.; Clegg, W.; Norman, N. C. Organometallics 1996, 15, 5137. Iverson, C. N.; Smith III, M. R. Organometallics 1996, 15, 5155.
6. Ishiyama, T.; Matsuda, N.; Miyaura, N.; Suzuki, A. J. Am. Chem. Soc. 1993, 115, 11018. Iverson, C. N.; Smith III, M. R. J. Am. Chem. Soc. 1995, 117, 4403. Ishiyama, T.; Matsuda, N.; Murata, M.; Ozawa, F.; Suzuki, A.; Miyaura, N. Organometallics 1996, 15, 713. Lesley, G.; Nguyen, P.; Taylor, N. J.; Marder, T. B.; Scott, A. J.; Clegg, W.; Norman, N. C. Organometallics 1996, 15, 5137. Iverson, C. N.; Smith III, M. R. Organometallics 1996, 15, 5155.
7. Ishiyama, T.; Matsuda, N.; Miyaura, N.; Suzuki, A. J. Am. Chem. Soc. 1993, 115, 11018. Iverson, C. N.; Smith III, M. R. J. Am. Chem. Soc. 1995, 117, 4403. Ishiyama, T.; Matsuda, N.; Murata, M.; Ozawa, F.; Suzuki, A.; Miyaura, N. Organometallics 1996, 15, 713. Lesley, G.; Nguyen, P.; Taylor, N. J.; Marder, T. B.; Scott, A. J.; Clegg, W.; Norman, N. C. Organometallics 1996, 15, 5137. Iverson, C. N.; Smith III, M. R. Organometallics 1996, 15, 5155.
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16. 4. Kugelrohr distillation in vacuo gave 3. GC analyses were carried out at 80-300 °C using a glass column (3 mm × 2 m) packed with 10% OV-17 on Uniport B.
17. Abraham, M. H.; Grellier, P. L. in The Chemistry of the Metal-Carbon Bond; Hartley, F. R., Patai, S., Eds.; Wiley: New York, 1985; Vol. 2, p 25.
18. For reviews, see: Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
19. 2(dppf) was added.
20. The sequential cross-couplings without an additional catalyst resulted in 50-70%.