Relative Rate Profiles of Functionalized Iodoarene Catalysts for Iodine(III) Oxidations
Timothy R. Lex, Maria I. Swasy and Daniel C. Whitehead*
*Department of Chemistry, Clemson University, Clemson, South
Carolina 29634, United States, Email: dwhiteh
clemson.edu
T. R. Lex, M. I. Swasy, D. C. Whitehead, J. Org. Chem., 2015, 80, 12234-12243.
DOI: 10.1021/acs.joc.5b02129
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Abstract
The reactivity of iodoarene amide catalysts in the α-oxytosylation of propiophenone is influenced by steric and electronic properties. A very reactive meta-substituted benzamide catalyst was employed in the α-oxytosylation of a series of substituted propiophenones to provide α-tosyloxy ketones in excellent isolated yield.
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Key Words
hydroxy ketones, hypervalent iodone compounds, MCPBA, organocatalysis
ID: J42-Y2015
