Synthesis of mesoionic triazolopyridine. I. N-alkylation of 1,2,4-triazolo[4,3-a]pyridin-3(2H)-one.

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  • Synthesis of Mesoionic Triazolopyridine. I. <i>N</i>-Alkylation of 1,2,4-Triazolo[4,3-<i>a</i>]pyridin-3(2<i>H</i>)-one

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Mesoionic anhydro-1-alkyl-3-hydroxy-1,2,4-triazolo[4,3-a]pyridinium hydroxide (6) was synthesized by selective alkylation at the N1-position of 1,2,4-triazolo[4,3-a]pyridin-3(2H)-one (8). The selectively depends on the use of a mercuric salt catalyst in combination with the trimethylsilyl derivative of 8, and its mechanistic features were also studied with reference to the benzylation of 8.

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