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Photoredox‐Catalyzed Redox‐Neutral Minisci C−H Formylation of <i>N</i>‐Heteroarenes

Jianyang Dong, Xiaochen Wang, Hongjian Song, Yuxiu Liu, Qingmin Wang

2020Advanced Synthesis & Catalysis33 citationsDOI

Abstract

Abstract We report a protocol for redox‐neutral Minisci C−H formylation of N ‐heteroarenes using 1,3‐dioxoisoindolin‐2‐yl 2,2‐diethoxyacetate as a formyl equivalent at room temperature. This scalable benchtop protocol offers a distinct advantage over traditional reductive carbonylation and Minisci C−H formylation methods in not requiring the use of carbon monoxide, pressurized gas, a stoichiometric reductant, or a stoichiometric oxidant. magnified image

Topics & Concepts

FormylationChemistryCarbonylationStoichiometryCarbon monoxideRedoxCatalysisPhotochemistryCombinatorial chemistryInorganic chemistryOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions