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Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes

Brett R. Ambler, Santosh Peddi and Ryan A. Altman*

*Department of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States, Email: raaltmanku.edu

B. R. Ambler, S. Peddi, R. A. Altman, Org. Lett., 2015, 17, 2506-2509.

DOI: 10.1021/acs.orglett.5b01027 (free Supporting Information)



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Abstract

The ability of bipyridyl-derived ligands to control the regioselectivity of Cu-catalyzed nucleophilic trifluoromethylation reactions of propargyl electrophiles provides various di-, tri-, and tetrasubstituted (trifluoromethyl)allenes, which can be further modified to generate complex fluorinated substructures.

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Catalytic One-Step Deoxytrifluoromethylation of Alcohols

F. de Azambuja, S. M. Lovrien, P. Ross, B. R. Amber, R. A. Altman, J. Org. Chem., 2019, 84, 2061-2071.


Key Words

trifluoromethylation, allenes


ID: J54-Y2015