One-Pot Synthesis of 3,4-Dihydro-2H-pyrido[1,2-a][1,3,5]triazin-2-one Derivatives from N-(2′-Pyridinyl)benzoylacetamide and Nitrosobenzenes

Abstract

A convenient method leading to fused pyrido[1,2-a] [1,3,5]triazine-2-ones is described. It consists in a one-pot, two-step reaction of N-(2′-pyridinyl)benzoylacetamide with nitrosobenzenes. On the other hand, N-(2′-pyridinyl)acetoacetamide provides a C-2 condensation/addition product with nitrosobenzene. N-(2′-Pyridinyl)benzoylthioacetamide and N-(2′-pyridinyl)acetothioacetamide with nitrosobenzene undergo oxidative heterocyclisation leading to [1,2,4]thiadiazolo[2,3-a]pyridine derivatives.

amides - heterocycles - pyridotriazines - thiadiazolopyridines - cycloadditions

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