Phosphane-free green protocol for selective nitro reduction with an iron-based catalyst

Chemistry. 2011 May 16;17(21):5903-7. doi: 10.1002/chem.201003621. Epub 2011 Apr 15.

Abstract

Iron phthalocyanine with iron sulfate has been successfully applied for high chemo- and regioselective reduction of aromatic nitro compounds to give the corresponding amines in a green solvent system without using any toxic ligand. The catalytic systems were also compatible with a large range of other reducible functional groups, such as keto, acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy, and heterocycles. In the present study, dinitro compounds have been regioselectively reduced to the corresponding amines with high yield. In most of the cases the conversion and selectivity was greater than 99% as determined by GC-MS analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Ferrous Compounds / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Hydrazines / chemistry*
  • Indoles / chemistry*
  • Iron / chemistry*
  • Molecular Structure
  • Phosphines / chemistry*
  • Stereoisomerism

Substances

  • Amides
  • Ferrous Compounds
  • Heterocyclic Compounds
  • Hydrazines
  • Indoles
  • Phosphines
  • iron phthalocyanine
  • Iron
  • phosphine