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Photoredox Catalysis Enables Decarboxylative Cyclization with Hypervalent Iodine(III) Reagents: Access to 2,5-Disubstituted 1,3,4-Oxadiazoles

Jian Li, Xue-Chen Lu, Yue Xu, Jin-Xia Wen, Guo-Quan Hou, Li Liu

2020Organic Letters66 citationsDOI

Abstract

A novel approach to 2,5-disubstituted 1,3,4-oxadiazoles derivatives via a decarboxylative cyclization reaction by photoredox catalysis between commercially available α-oxocarboxylic acids and hypervalent iodine(III) reagent is described. This powerful transformation involves the coupling reaction between two different kinds of radical species and the formation of C-N and C-O bonds.

Topics & Concepts

Hypervalent moleculeChemistryReagentIodinePhotoredox catalysisCatalysisCombinatorial chemistryOrganic chemistryPhotocatalysisRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods
Photoredox Catalysis Enables Decarboxylative Cyclization with Hypervalent Iodine(III) Reagents: Access to 2,5-Disubstituted 1,3,4-Oxadiazoles | Litcius