Diboron Esters

Chemfiles Volume 4 Article 2

The following diboron esters are highly versatile reagents that couple with organic triflates2 and halides3 to give the corresponding boronic esters, which are readily converted to arylboronic acids. This route and the subsequent Suzuki coupling reaction can be run under mild conditions, thus permitting the use of cyano-,ester-, carbonyl- and nitro-substituted aryl rings. The wide variety of arylboronic acids available via these diboron esters also makes this class of compounds suitable for solid-phase combinatorial studies.5,6

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Materials

     

References

  1. Miyaura, N. et al. Synth. Commun. 1981, 11, 513.
  2. Ishiyama, T. et al. Tetrahedron Lett. 1997, 38, 3447.
  3. Ishiyama, T. et al. J. Org. Chem. 1995, 60, 7508.
  4. Patents pending including WO/98/45265.
  5. Pietrre, S.R.; Baltzer, S. Tetrahedron Lett. 1997, 38, 1197.
  6. Brown, S.D.; Armstrong, R.W. J. Am. Chem. Soc. 1996, 118, 6331.

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