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

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

Na Zhang, David J. Hoffman, Nicholas Gutsche, Jayesh Gupta, and Virgil Percec*
http://pubs.acs.org/doi/abs/10.1021/jo300547v

In this paper, many factors (rate of reaction, cost of reagents, atom-economy) are compared for different arylboron-based partners for the nickel-catalyzed Suzuki Miyaura cross-coupling.  The boronic acid is the most reactive of all, and the neopentylglycolboronate gives rise to more efficient cross-coupling than BPin.