Catalytic One-Step Deoxytrifluoromethylation of Alcohols
Francisco de Azambuja, Sydney M. Lovrien, Patrick Ross, Brett R. Ambler, Ryan A. Altman*
*Department of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States,
Email: raaltman
ku.edu
F. de Azambuja, S. M. Lovrien, P. Ross, B. R. Amber, R. A. Altman, J. Org. Chem., 2019, 84, 2061-2071.
DOI: 10.1021/acs.joc.8b03072
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Abstract
Phenyl bromodifluoroacetate as bench-stable trifluoromethylation reagent converts readily available alcohols to trifluoromethanes in a Cu-catalyzed deoxytrifluoromethylation reaction. This reaction should be useful for a variety of medicinal, agricultural, and materials chemists.
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proposed mechanism
Copper-Catalyzed Decarboxylative Trifluoromethylation of Allylic Bromodifluoroacetates
B. R. Ambler, R. A. Altman, Org. Lett., 2013, 15, 5578-5581.
B. R. Ambler, S. Peddi, R. A. Altman, Org. Lett., 2015, 17, 2506-2509.
Key Words
allylic trifluoromethanes, trifluoromethyl allenes, allenes
ID: J42-Y2019
