Issue 22, 2018

Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives

Abstract

N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.

Graphical abstract: Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives

Supplementary files

Article information

Article type
Paper
Submitted
12 Apr 2018
Accepted
14 May 2018
First published
14 May 2018

Org. Biomol. Chem., 2018,16, 4151-4158

Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives

G. Hu, J. Xu and P. Li, Org. Biomol. Chem., 2018, 16, 4151 DOI: 10.1039/C8OB00860D

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