Application of Lead and Ammonium Formate as a New System for the Synthesis of Azo Compounds

Abstract

Aromatic nitro compounds containing additional reducible substituents such as acid, phenol, halogen, ester functions are reduced to the corresponding symmetrically substituted azo compounds by employing lead and ammonium formate in methanol or tetrahydrofuran or dioxane medium at reflux temperature. The conversion occurs without hydrogenolysis or hydrogenation of -Cl, -OCH₃, -OC₂H₅, -CO₂H, moieties, which are prone to undergo reduction. The conversion is reasonably fast, clean and high yielding.

Key words

catalytic transfer hydrogenation - nitro compounds - azo compounds - lead ammonium formate - reduction

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