A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, 1,2-dibromoethane, and hydrazines

Org Biomol Chem. 2015 Nov 7;13(41):10370-5. doi: 10.1039/c5ob01765c.

Abstract

A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, 1,2-dibromoethane, and hydrazines under metal-free conditions is described, providing a novel and efficient approach to 2-arylsulfonyl hydrazones. This transformation proceeds smoothly via insertion of sulfur dioxide under mild conditions with good functional group tolerance.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Borates
  • Boric Acids / chemistry*
  • Diazonium Compounds / chemistry*
  • Ethylene Dibromide / chemistry*
  • Hydrazines / chemistry*
  • Hydrazones / chemical synthesis*
  • Hydrazones / chemistry
  • Molecular Structure
  • Sulfhydryl Compounds / chemical synthesis
  • Sulfhydryl Compounds / chemistry
  • Sulfur Dioxide / chemistry*

Substances

  • Borates
  • Boric Acids
  • Diazonium Compounds
  • Hydrazines
  • Hydrazones
  • Sulfhydryl Compounds
  • Sulfur Dioxide
  • Ethylene Dibromide
  • fluoroboric acid