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Synlett 1992; 1992(5): 422-424
DOI: 10.1055/s-1992-21367
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Controlled Oxidation of Dimethyl Derivatives of Pyridine, 2,2′-Bipyridine, and 1,10-Phenanthroline

Guangyi Wang* , Donald E. Bergstrom
  • *Department of Medicinal Chemistry and Pharmacognosy, Purdue University, West Lafayette, Indiana 47907, USA
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Publication Date:
08 March 2002 (online)

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Controlled oxidation of 2,6-dimethylpyridine (1a), 4,4′-dimethyl-2,2′-bipyridine (2a), 6,6′-dimethyl-2,2′-bipyridine (3a), 4,7-dimethyl-1,10-phenanthroline (4a) and 2,9-dimethyl-1,10-phenanthroline (5a) with selenium dioxide, followed by esterification, gave the corresponding methyl-substituted carboxylic esters as the major product. The effects of temperature, reagent ratio, and addition of potassium carbonate on the reaction were examined.