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Glutaconaldehyde as an Alternative Reagent to the Zincke Salt for the Transformation of Primary Amines into Pyridinium Salts

Ghada Asskar, Michael Rivard* and Thierry Martens

*ICMPE (UMR 7182), CNRS, UPEC, Université Paris Est, 94320 Thiais, France, Email:

G. Asskar, M. Rivard, T. Martens, J. Org. Chem., 2020, 85, 1232-1239.

DOI: 10.1021/acs.joc.9b02538

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Primary amines can be transformed into their corresponding pyridinium salts in the presence of glutaconaldehyde in acidic medium, including those substrates that remain unreactive toward the typically used Zincke salt. The method works not only under MW but also under conventional activation similarly well.

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Key Words

pyridinium salts, microwave synthesis

ID: J42-Y2020