Journal
TETRAHEDRON LETTERS
Volume 48, Issue 14, Pages 2453-2456Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.02.043
Keywords
primary amide; ketoamide; TBDMSOTf; aminocarbonylation
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Various primary amides and ketoamides have been obtained in good yields in a two-step reaction sequence. The first step involves the synthesis of aryl/alkenyl N-tert-butyl amides and aryl N-tert-butyl ketoamides from the corresponding iodides via palladium-catalysed carbonylation in the presence of -BuNH2 as the nucleophile. Carbonylation was followed by selective cleavage of the t-Bu group using TBDMSOTf as the reagent. (c) 2007 Elsevier Ltd. All rights reserved.
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