The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates

Author(s)
Cho, Eun Jin; Buchwald, Stephen Leffler
Thumbnail
DownloadBuchwald_The palladium.pdf (655.8Kb)
PUBLISHER_POLICY
Terms of use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Metadata
Show full item record
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.
Date issued
2011-11
URI
http://hdl.handle.net/1721.1/81967
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
1523-7060
1523-7052
Collections