Na2S2O4: A Versatile Reagent for the One-Pot Synthesis of 2-Aryl-1 H-imidazo [4, 5-c] pyridines from 4-Amino-3-nitropyridine and Aldehydes via Reductive …

PK Dubey, KS Chowdary, B Ramesh…

Index: Dubey; Chowdary; Ramesh; Reddy, P. V. V. Prasada Synthetic Communications, 2010 , vol. 40, # 5 p. 697 - 708

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Abstract

A highly efficient and versatile method for the synthesis of 2-aryl-1 H-imidazo [4, 5-c] pyridines 3 was achieved in one step via reductive cyclization of 4-amino-3-nitro-pyridines 4 with aromatic aldehydes in the presence of Na2S2O4. Treatment of 3 with benzyl chloride in nonaqueous media under phase-transfer conditions to afford N-benzylated derivatives 10. Compounds 3 and 10 could also be prepared by other routes: dehydrogenative ...