Abstract

Reaction of pyridinecarboxaldehydes 1 with α-ethoxyvinyllithium 2 affords 2-ethoxy-1-(pyridinyl)-2-propen-1-ols 3 which on hydrolysis with aqueous formic acid give pyridinyl α-hydroxyketones 4. Selenium dioxide oxidation of 4a and 4b provides pyridinyl α-diketones 9 which on condensation with o-phenylenediamine afford 3-methyl-2-(pyridinyl) quinoxalines 11. Pyridinyl α-hydroxyketones 4a and 4b react with hydroxylamines to yield a mixture of E- and Z-oximes 5 and 6.

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