Nickel-Catalyzed Conversion of Amides to Carboxylic Acids
Rachel R. Knapp, Ana S. Bulger and Neil K. Garg*
*Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569, United States, Email: neilgargchem.ucla.edu
R. R. Knapp, A. S. Bulger, N. K. Garg, Org. Lett., 2020, 22, 2833-2837.
DOI: 10.1021/acs.orglett.0c00885
Abstract
A nickel-catalyzed esterification of amides with 2-(trimethylsilyl)ethanol, followed by a fluoride-mediated deprotection in a single-pot operation provides carboxylic acids. This approach circumvents catalyst poisoning observed in attempts to directly hydrolyze amides using nickel catalysis.
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ID: J54-Y2020