Synthesis of polyfunctional secondary amines by the addition of functionalized zinc reagents to nitrosoarenes

Chem Commun (Camb). 2015 Feb 21;51(15):3239-42. doi: 10.1039/c4cc08846h.

Abstract

Addition of functionalized aryl, heteroaryl or adamantyl zinc reagents to various nitroso-arenes in the presence of magnesium salts and LiCl in THF produces after a reductive work-up with FeCl2 and NaBH4 in ethanol the corresponding polyfunctional secondary amines in high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Borohydrides / chemistry
  • Ferrous Compounds / chemistry
  • Lithium Chloride / chemistry
  • Magnesium / chemistry
  • Nitroso Compounds / chemistry*
  • Zinc / chemistry*

Substances

  • Amines
  • Borohydrides
  • Ferrous Compounds
  • Nitroso Compounds
  • sodium borohydride
  • Lithium Chloride
  • Magnesium
  • Zinc
  • ferrous chloride