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Wikipedia

Paternò–Büchi reaction

The Paternò–Büchi reaction, named after Emanuele Paternò and George Büchi, who established its basic utility and form, is a photochemical reaction, specifically a 2+2 photocycloaddition, which forms four-membered oxetane rings from an excited carbonyl and reacting with an alkene.

With substrates benzaldehyde and 2-methyl-2-butene the reaction product is a mixture of structural isomers:

Another substrate set is benzaldehyde and furan or heteroaromatic ketones and fluorinated alkenes. The alternative strategy for the above reaction is called the Transposed Paternò−Büchi reaction.

See also Aza Paternò−Büchi reaction - the aza-equivalent of the Paternò–Büchi reaction Enone–alkene cycloadditions - photochemical reaction of an enone with an alkene to give a cyclobutene ring unit

References

Tags

  • Coupling reactions
  • Name reactions
  • Organic reactions
  • Oxygen heterocycle forming reactions
  • Photochemistry