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Dioxonaphthalimidazopyridine derivatives such as naphth[2',3':4,5]imidazo[1,2a]pyridine-6,11-dione and 9-methylnaphth[1',2':4,5]imidazo[1,2a]pyridine-5,6-dione are interesting chemical entities both as a chromophoric 1 and a pharmacological agent for treating diseases related to venous insufficiency and/or inflammatory edema. 2 Most of the early methods developed for their synthesis are reactions of 2chloro-3-hydroxy-, 2-chloro-3-ethoxyand 2-chloro-3-acetoxy1,4-naphthoquinones with 2-aminopyridines, 3 thermolysis of 3-azido-2-chloro-1,4-naphthoquinone in excess of pyridine and condensation reaction of 2,3-dichloro-1,4naphthoquinones with 2-aminopyridine using phase transfer catalyst. 4

One-Pot Synthesis of Naphth[2',3':3,5]imidazo[1,2-α]pyridine-6,11-doines from 2-Amino-3-chloro-1,4-naphthoquinone and Pyridine Derivatives