Auwers synthesis

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The Auwers synthesis is a series of organic reactions forming a flavonol from a coumarone. This reaction was first reported by Karl von Auwers in 1908.[1][2][3][4]

The Auwers synthesis

The first step in this procedure is an acid catalyzed aldol condensation between benzaldehyde and a 3-oxypentanone to a o-hydroxychalcone. Bromination of the alkene group gives a dibromo-adduct which rearranges to the flavonol by reaction with potassium hydroxide.

[edit] References

  1. ^ K. v. Auwers et al. Ber. 1908, 41, 4233.
  2. ^ K. v. Auwers et al. Ber. 1915, 48, 85.
  3. ^ K. v. Auwers et al. Ber. 1916, 49, 809.
  4. ^ K. v. Auwers, P. Pohl, Ann. 1914, 405, 243.

[edit] See also