Abstract

A new regioselective synthesis of alkylpyrazines begins with condensation of α-oximido carbonyl compounds with allylamines. The resulting imines are isomerized in the presence of potassium tert-butoxide to the corresponding 1-hydroxy-1,4-diazahexatrienes. Thermal electrocyclization-aromatization to pyrazines is best performed after O-acylation of the oximes with methyl chloroformate

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