The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates
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Buchwald_The palladium.pdf
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Author(s)
Cho, Eun Jin
Buchwald, Stephen Leffler
Date Issued
November 2011
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Cho, Eun Jin, and Stephen L. Buchwald. “The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates.” Organic Letters 13, no. 24 (December 16, 2011): 6552-6555.
Version
Author's final manuscript
Abstract
A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)[subscript 2] or [(allyl)PdCl][subscript 2] and the monodentate biaryl phosphine ligand [superscript t]BuXPhos. The trifluoromethyl anion (CF[– over 3]) or its equivalent for the process was generated in situ from TMSCF[subscript 3] in combination with KF or TESCF[subscript 3] in combination with RbF.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ol202885w
