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

Jingjia Huang; Gang Hu; Shaoyu An; Dongding Chen; Minglei Li; Pingfan Li

doi:10.26434/chemrxiv.8016026.v3

Organic Chemistry

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

20 June 2019, Version 3

Working Paper

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This content is a preprint and has not undergone peer review at the time of posting.

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 alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.

Keywords

pyridines

pyridones

activated sulfoxides

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