Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2-A]pyridin-5-ones Through Pummerer-Type Reactions

Jingjia Huang; Gang Hu; Minglei Li; Pingfan Li

doi:10.26434/chemrxiv.8016026.v2

Organic Chemistry

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Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2-A]pyridin-5-ones Through Pummerer-Type Reactions

23 April 2019, Version 2

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Abstract

N-alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. On the other hand, triflic anhydride activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with olefins to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.

Keywords

pyridines

pyridones

activated sulfoxides

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