Comparison of Arylboron-Based Nucleophiles in Ni-Catalyzed Suzuki?Miyaura Cross-Coupling with Aryl Mesylates and Sulfamates

摘要

The efficiency of arylboron-based nucleophiles,nboronic acid, potassium trifluoroborate, neopentylglycolboronate,nand pinacol boronate in nickel-catalyzed Suzuki−Miyaura crosscouplingnreactions with the two C−O electrophiles, mesylates,nand sulfamates was compared. Arylboronic acid is the mostnreactive and most atom-economic of the four boron speciesnstudied. Arylpotassium trifluoroborate cross-couples efficientlynonly in the presence of water. In the absence of water, arylnneopentylglycolboronate is more efficient, less expensive, andnmore atom-economic than aryl pinacolboronate.