Beilstein J. Org. Chem.2014,10, 1107–1113, doi:10.3762/bjoc.10.109
absorption and fluorescence characteristics. Here we describe the first palladium-catalysed Suzuki–Miyaura cross-coupling reaction of easily accessible and ultra-stabilised 2-aryl-1,3-dihydro-1H-benzo[d]1,3,2-diazaborole derivatives with various aryl bromides. Aryl bromides bearing electron-withdrawing
, electron-neutral and electron-donating substituents are reacted under the catalytic system furnishing unsymmetrical biaryl products in isolated yields of up to 96% in only 10 minutes.
Keywords: aryl bromide; 2-aryl-1,3-dihydro-1H-benzo[d]1,3,2-diazaborole; asymmetrical biaryls; microwave; Suzuki–Miyaura
syntheses, crystal structures, fluorescence and theoretical characteristics of 1,3,2-diazaborolane functionalised organic molecules, which is reported in details elsewhere [17], we were encouraged by the high yields of 2-aryl-1,3-dihydro-1H-benzo[d]1,3,2-diazaborole compounds (Scheme 1), their solubility in
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Graphical Abstract
Figure 1:
Structures of organoboron compounds 1–3.