Abstract

AbstractAn oxidative C−N bond cleavage reaction of substituted cyclic sulfonamides that proceeds via oxidation of bromide ion in hydrogen bromide solution was developed to furnish N‐sulfonamide‐protected acyclic amino ketones in high yields. The subsequent α‐amination of the amino ketones via the oxidation of iodide in tetrabutylammonium iodide provided 2‐acyl cyclic sulfonamides in good yields. The combination of these transformations involving the oxidation of halides resulted in a formal ring contraction of substituted cyclic amides.magnified image

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