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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

J Org Chem. 2019 Aug 2;84(15):9758-9769.

PMID: 31290663

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP15989998 2,3,4,5,6-Pentafluorobenzoic anhydride 2,3,4,5,6-Pentafluorobenzoic anhydride 15989-99-8 Price
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