Biaryl product formation from cross-coupling in palladium-catalyzed borylation of a Boc protected aminobromoquinoline compound

Molecules. 2004 Feb 28;9(3):178-84. doi: 10.3390/90300178.

Abstract

The palladium catalyzed borylation of a Boc protected aminobromoquinoline compound with bis(pinacolato)diboron yielded a biaryl compound, resulting from cross coupling, as the major product, instead of the intended boronate, even though no strong base was used. Such results indicate that under certain conditions and with certain substrates, cross coupling can be a major problem during borylation, leading to unintended consequences.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoquinolines / chemistry*
  • Boron / chemistry*
  • Boron Compounds / chemistry*
  • Boronic Acids / chemistry*
  • Bromine / chemistry
  • Butanones / chemistry*
  • Palladium / chemistry*

Substances

  • Aminoquinolines
  • Boron Compounds
  • Boronic Acids
  • Butanones
  • bis(pinacolato)diboron
  • Palladium
  • Boron
  • Bromine