Clean and fast cross-coupling of aryl halides in one-pot

• Valerica Pandarus,
• Geneviève Gingras,
• François Béland,
• Rosaria Ciriminna and
• Mario Pagliaro

Beilstein J. Org. Chem. 2014, 10, 897–901, doi:10.3762/bjoc.10.87

• Unsymmetrically coupled biaryls are synthesized in high yield starting from different aryl bromides and bis(pinacolato)diboron by carrying out the Miyaura borylation reaction followed by the Suzuki–Miyaura reaction in the same reaction pot over 1–2 mol % SiliaCat DPP-Pd. The SiliaCat DPP-Pd catalyst is air-stable

• and the method does not require the use of inert conditions. The use of non-toxic isopropanol or 2-butanol as reaction solvent further adds to the environmental benefits of this new green synthetic methodology. Keywords: borylation; SiliaCat; Suzuki–Miyaura; cross-coupling; one-pot; Findings

• sol–gel-entrapped SiliaCat DPP-Pd catalyst (Scheme 1) [10]: SiliaCat DPP-Pd is a commercially available catalyst [11] made of an organosilica matrix functionalized with diphenylphosphine ligands bound to Pd2+ (Figure 1). The catalyst, which is highly active in C–C coupling reactions [12], has typical