Toward the synthesis of benzothiazolyl fluoroaminosulfones

J Org Chem. 2009 Dec 18;74(24):9399-405. doi: 10.1021/jo901540c.

Abstract

Due to the importance of allylamines in organic synthesis, the synthesis of reagents as potent precursors of aminofluoroolefins is reported from functionalized benzothiazolylsulfones. The key intermediate, a fluorovinyl sulfone, was prepared and functionalized by addition of aliphatic, aromatic amines and amino acid alkyl esters through an aza-Michael addition reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Allylamine / analogs & derivatives
  • Allylamine / chemistry
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Amino Acids / chemistry
  • Aza Compounds / chemistry
  • Benzothiazoles / chemical synthesis*
  • Benzothiazoles / chemistry
  • Esters / chemistry
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Models, Chemical
  • Sulfones / chemical synthesis*
  • Sulfones / chemistry

Substances

  • Alkenes
  • Amines
  • Amino Acids
  • Aza Compounds
  • Benzothiazoles
  • Esters
  • Hydrocarbons, Fluorinated
  • Sulfones
  • Allylamine