Paternò–Büchi reaction

Paternò–Büchi reaction
Named after Emanuele Paternò
George Büchi
Reaction type Ring forming reaction
Identifiers
Organic Chemistry Portal paterno-buechi-reaction
RSC ontology ID RXNO:0000083

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.