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Keywords:

  • allyl sulfonamide;
  • allyl sulfide;
  • transition-metal-free reaction;
  • sigmatropic rearrangement;
  • nitrene

Abstract

A facile synthesis of various allyl sulfonamides based on imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement has been achieved without metal catalysts. The reaction completes smoothly within 10 min, providing excellent yields in environment friendly solvent of alcohol. Functional groups such as bromine, hydroxyl, protected amido and aldehyde are tolerant under this condition.