<scp>Visible‐Light‐Promoted</scp> [3 + 2] Cycloaddition of <scp>2<i>H</i>‐Azirines</scp> with Quinones: Access to Substituted Benzo[<i>f</i>]isoindole‐4,9‐diones
Lijia Wang, Chuang Liu, Lei Li, Xin Wang, Ran Sun, Mingdong Zhou, He Wang
Abstract
Comprehensive Summary A visible‐light‐promoteded [3 + 2] cycloaddition reaction of 2 H ‐azirines with quinones has been developed under mild reaction conditions. The reaction provides a general and efficient strategy for the synthesis of the benzo[ f ]isoindole‐4,9‐diones scaffold via a tandem [3 + 2] cyclization/oxidative aromatization with molecular oxygen. Furthermore, preliminary studies for photocatalytic properties show that the benzo[ f ]isoindole‐4,9‐diones 3 can be used as photocatalysts in several organic transformations.
Topics & Concepts
IsoindoleChemistryAromatizationCycloadditionTandemCombinatorial chemistryStereochemistryMedicinal chemistryPhotochemistryOrganic chemistryCatalysisComposite materialMaterials scienceSynthesis and Catalytic ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods