Stille Cross-Coupling Reactions of Aryl Mesylates and Tosylates Using a Biarylphosphine Based Catalyst System
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Buchwald_Stille cross-coupling.pdf
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Author(s)
Wu, Xiaoxing
Buchwald, Stephen Leffler
Naber, John R.
Fors, Brett P.
Gunn, Jonathon T.
Date Issued
August 2009
Journal
HETEROCYCLES
Publisher
Japan Institute of Heterocyclic Chemistry
Citation
L. Buchwald, Stephen, John R. Naber, Brett P. Fors, Xiaoxing Wu, and Jonathon T. Gunn. “Stille Cross-Coupling Reactions of Aryl Mesylates and Tosylates Using a Biarylphosphine Based Catalyst System.” HETEROCYCLES 80, no. 2 (2010): 1215.
Version
Author's final manuscript
Abstract
A catalyst system for the Stille cross-coupling reactions of aryl mesylates and tosylates is reported. Using the combination of Pd(OAc)[subscript 2], XPhos, and CsF in t-BuOH an array of aryl and heteroaryl sulfonates were successfully employed in these reactions. Morever, heteroarylstannanes, such as furyl, thienyl, and N-methylpyrrolyl, which are often prone to decomposition, were efficiently coupled under these conditions. Ortho-substitution on the stannane coupling partner was well tolerated; however, the presence of ortho substituents on the aryl sulfonates greatly reduced the efficiency of these reactions.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.3987/COM-09-S(S)105
