Differential Dihydrofunctionalization of Terminal Alkynes: Synthesis of Benzylic Alkyl Boronates through Reductive Three-Component Coupling
Megan K. Armstrong, Gojko Lalic*
*Department of Chemistry, University of Washington, Seattle, Washington 98195, United States,
Email: lalic
chem.washington.edu
M. K. Armstrong, G. Lalic, J. Am. Chem. Soc., 2019, 141, 6173-6179.
DOI: 10.1021/jacs.9b02372
Abstract
A reductive three-component coupling of terminal alkynes, aryl halides, and pinacolborane provides benzylic alkyl boronates in good yields via a hydrofunctionalization of both π-bonds of the alkyne promoted by cooperative action of the catalysts. The reaction offers excellent substrate scope and tolerates the presence of esters, nitriles, alkyl halides, epoxides, acetals and alkenes.
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Key Words
benzylic boronates, arylation, multicomponent reactions, pinacolborane
ID: J48-Y2019
