4-Pyrone (γ-pyrone or pyran-4-one) is an unsaturated cyclic chemical compound with the molecular formula C5H4O2.It is isomeric with 2-pyrone.

Preparation

4-Pyrone is prepared via the thermal decarboxylation of chelidonic acid.[2]

Reactions

4-Pyrone and its derivatives react with amines in protic solvents to form 4-Pyridones.[2][3][4]

Derivatives

4-Pyrone forms the central core of several natural chemical compounds,[5] including maltol, meconic acid, kojic acid, and of the important class of the Flavones.

Maltol Kojic acid

See also

References

  1. ^ 4H-Pyran-4-one at Sigma-Aldrich
  2. ^ a b Weygand, Conrad (1972). Hilgetag, G.; Martini, A. (eds.). Weygand/Hilgetag Preparative Organic Chemistry (4th ed.). New York: John Wiley & Sons, Inc. pp. 533–534, & 1009. ISBN 0471937495.
  3. ^ Van Allan, J. A.; Reynolds, G. A.; Alessi, J. T.; Chie Chang, S.; C. Joines, R. (1971). "Reactions of 4-pyrones with primary amines. A new class of ionic associates". Journal of Heterocyclic Chemistry. 8 (6): 919–922. doi:10.1002/jhet.5570080606.
  4. ^ Cook, Denys (1963). "The Preparation, Properties, and Structure of 2,6-bis-(Alkyamino)-2,5-heptadien-4-ones". Canadian Journal of Chemistry. 41 (6): 1435–1440. doi:10.1139/v63-195.
  5. ^ Wilk, Wolfram; Waldmann, Herbert; Kaiser, Markus (2009). "Γ-Pyrone natural products—A privileged compound class provided by nature". Bioorganic & Medicinal Chemistry. 17 (6): 2304–2309. doi:10.1016/j.bmc.2008.11.001. PMID 19042133.
Allikas: http://en.wikipedia.org/wiki/%CE%93-pyrone
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