Abstract <p>The ozonolysis of <i>N</i>-[(2-cyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide, followed by treatment with dimethyl sulfide gave a mixture of the expected keto aldehyde, 4-methyl-<i>N</i>-[2-methyl-6-(6-oxohexanoyl)phenyl]benzenesulfonamide and unexpected allylic hydroxylation product, <i>N</i>-[2-(6-hydroxycyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide.</p>

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Unexpected Formation of Allylic Hydroxylation Product in the Ozonolysis of N-[2-(Cyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide

  • R. R. Safargalin,
  • R. R. Gataullin

摘要

Abstract

The ozonolysis of N-[(2-cyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide, followed by treatment with dimethyl sulfide gave a mixture of the expected keto aldehyde, 4-methyl-N-[2-methyl-6-(6-oxohexanoyl)phenyl]benzenesulfonamide and unexpected allylic hydroxylation product, N-[2-(6-hydroxycyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide.