6533b7d1fe1ef96bd125cb43

RESEARCH PRODUCT

Heterocyclic photorearrangements. Photoinduced rearrangements of 1,2,4-oxadiazoles substituted by an XYZ side chain sequence

Nicolò VivonaSilvestre Buscemi

subject

ChemistryStereochemistryOrganic ChemistryPhotodissociationSide chainElectron systemRing (chemistry)Sequence (medicine)

description

Photoinduced rearrangements of 1,2,4-oxadiazoles substituted by an XYZ side chain sequence at position 3 of the ring have been recognized. Examples taken out from previous results have been emphasized and some other patterns dealing with a 3-phenoxy and 3-enaminoketone sequence have been investigated. An intermediate species derived from photolysis of the ring O-N bond and characterized by a continuous 6π electron system involving the side chain sequence, was suggested to give ring closure to the rearrangement product.

https://doi.org/10.1002/jhet.5570250555