Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters.

ACS Catal

Roger Adams Laboratory, University of Illinois, 600 South Matthews Avenue, Urbana, Illinois 61801, United States.

Published: January 2020

Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross-coupling. The coupling proceeds at a rapid rate, often furnishing products in quantitative yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7880502PMC
http://dx.doi.org/10.1021/acscatal.9b04353DOI Listing

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