Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2-a]pyridin-5-ones through Pummerer-Type Reactions
Jingjia Huang1, Gang Hu1,2, Shaoyu An1
1State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, Faculty of Science , Beijing University of Chemical Technology , Beijing 100029 , China.
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.
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