Recyclable Mitsunobu reagents: catalytic Mitsunobu reactions with an iron catalyst and atmospheric oxygen

Angew Chem Int Ed Engl. 2013 Apr 22;52(17):4613-7. doi: 10.1002/anie.201300153. Epub 2013 Mar 6.

Abstract

Aerobic recycling: A catalytic amount of a hydrazine reagent is sufficient to promote Mitsunobu reactions in the presence of triphenylphosphine, an iron catalyst, and air. The active form of the catalyst, an azo species, can be readily generated by iron-catalyzed aerobic oxidation. MS = molecular sieves, Pc = phthalocyanine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry
  • Carboxylic Acids / chemistry
  • Catalysis
  • Esters / chemical synthesis*
  • Ferrous Compounds / chemistry*
  • Hydrazines / chemistry
  • Models, Chemical
  • Oxidation-Reduction
  • Oxygen / chemistry*

Substances

  • Alcohols
  • Carboxylic Acids
  • Esters
  • Ferrous Compounds
  • Hydrazines
  • Oxygen