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Please login or sign up for a free trial to access the full content. Reaction of 1,3-Oxazin-4-ones with Thioamides

DOI: 10.1055/sos-SD-116-00063

von Angerer, S.Science of Synthesis Knowledge Updates, (20111282.

Treatment of 6-methyl-2-phenyl-4H-1,3-oxazin-4-one with various thioamides in the presence of sodium hydride affords 6-substituted 5-acetylpyrimidin-4-ols 479 in good yields, whereas the use of the corresponding amides results in far lower yields (Scheme 266).[‌634‌] This ring conversion can formally be regarded as a C–N–C–C + N–C pyrimidine-forming reaction.

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