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


Paterno Buchi reaction mechanism Easy mechanism Chemistry Notes

PaternoBüchi Reaction

PaternòBüchi (PB) reaction between oleic acid and acetone in the

PaternoBüchi Reaction

Paterno Buchi reaction mechanism Easy mechanism Chemistry Notes