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Synthesis 2002(4): 0460-0462
DOI: 10.1055/s-2002-20950
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

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

Shankare Gowda, D. Channe Gowda*
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, Karnataka, 570 006 India
Fax: +91(82)1421263 ; e-Mail: dcgowda@yahoo.com ;
Further Information

Publication History

Received 15 October 2001
Publication Date:
28 July 2004 (online)

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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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