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Indole-Fused Benzoxepine Synthesis via Visible-Light-Driven Aerobic Dehydrogenative [5 + 2] Annulation

Kui Dong, Yilin Zhao, Xiaoling Jin, Qiang Liu

2023Organic Letters14 citationsDOI

Abstract

A photocatalyzed oxidative dehydrogenative annulation between 2-(1 H -indol-2-yl)phenols and alkenylphenols is presented. Various indole-fused benzoxepines can be obtained at room temperature using atom-efficient strategies. This method not only avoids the use of stoichiometric amounts of oxidants but also exhibits excellent atom economy by generating H 2 O as the only theoretical byproduct.

Topics & Concepts

AnnulationChemistryIndole testStoichiometryPhenolsAtom (system on chip)Combinatorial chemistryOxygen atomOxidative phosphorylationAtom economyPhotochemistryMoleculeStereochemistryOrganic chemistryCatalysisBiochemistryComputer scienceEmbedded systemCatalytic C–H Functionalization MethodsAlkaloids: synthesis and pharmacologySynthesis of Indole Derivatives
Indole-Fused Benzoxepine Synthesis via Visible-Light-Driven Aerobic Dehydrogenative [5 + 2] Annulation | Litcius