Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of O-Arylhydroxylamines and Substituted Benzofurans
Thomas J. Maimone and Stephen L. Buchwald*
*Department of Chemistry, Massachusetts Institute of
Technology, Cambridge, Massachusetts 02139, Email: sbuchwal
mit.edu
T. J. Maimone, S. L. Buchwald, J. Am. Chem. Soc., 2010, 132, 9990-9991.
DOI: 10.1021/ja1044874
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Abstract
A Pd-catalyzed O-arylation of ethyl acetohydroximate as an hydroxylamine equivalent with aryl chlorides, bromides, and iodides offers short reaction times and broad substrate scope. The reaction allows access to O-arylhydroxylamines that would be difficult to prepare. Moreover, the O-arylated products can be directly transformed into substituted benzofurans in a single operation.
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Key Words
O-Arylation, Hydrolysis, Benzofurans
ID: J48-Y2010-1950
