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The reaction of a lactone or an ester with organoaluminum species generated from DIBAL-H-H 2 NR or DIBAL-H-HNR 1 R 2 .HCl complexes provided efficient methods for preparation of amides. Conditions were defined for the preparation of both secondary and tertiary amides, including Weinreb amides in excellent yields.
An efficient method for the preparation of tertiary amides from carbamoylimidazolium salts and carboxylic acids is described. The transformation occurs at room temperature and under relatively mild conditions. The carbamoylimidazolium salts are obtained from the reaction of secondary amines with N,N'-carbonyldiimidazole, followed by methylation with methyl iodide. The utility of this reaction was...
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