6533b823fe1ef96bd127e380

RESEARCH PRODUCT

Heterocyclic rearrangements in constrained media. A zeolite-directed photorearrangement of 1,2,4-oxadiazoles

Andrea PaceSilvestre BuscemiNicolò Vivona

subject

chemistry.chemical_classificationModels MolecularOxadiazolesRING-PHOTOISOMERIZATIONMolecular StructurePHOTOCHEMICAL BEHAVIORChemistryPhotochemistryUltraviolet RaysOrganic ChemistryPATHWAYSSettore CHIM/06 - Chimica OrganicaRing (chemistry)PhotochemistryHeterocyclic compoundCyclizationZeolitesZeolite

description

[reaction: see text] The first intrazeolite-photoinduced rearrangement of a five-membered heterocycle is reported. A completely different behavior compared to solution irradiations has been observed. The zeolite's role in directing the photoreaction of 3-phenyl-1,2,4-oxadiazoles toward the formation of the corresponding 1,3,4-oxadiazoles in a ring contraction-ringexpansion route is discussed.

10.1021/jo047910+http://hdl.handle.net/10447/4345