Metal-free synthesis of isatin oximes via radical coupling reactions of oxindoles with t-BuONO in water

Org Biomol Chem. 2017 Jun 27;15(25):5254-5257. doi: 10.1039/c7ob01235g.

Abstract

A metal-free method for the synthesis of isatin oximes was developed through the radical coupling reactions of oxindoles with t-BuONO. This protocol provides a practical and environmentally benign method for the construction of C-N bonds in water at room temperature without using any other reagents. The advantages of this strategy are its mild reaction conditions and clean procedure.

MeSH terms

  • Free Radicals / chemistry
  • Indoles / chemistry*
  • Isatin / chemical synthesis*
  • Isatin / chemistry
  • Molecular Structure
  • Nitrites / chemistry*
  • Oximes / chemical synthesis*
  • Oximes / chemistry
  • Oxindoles
  • Water / chemistry

Substances

  • Free Radicals
  • Indoles
  • Nitrites
  • Oximes
  • Oxindoles
  • Water
  • 2-oxindole
  • n-butyl nitrite
  • Isatin