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Electrochemical‐Induced C(sp<sup>3</sup>)−H Dehydrogenative Trimerization of Pyrazolones to Tripyrazolones

Jing Ma, Jianjing Yang, Kelu Yan, Xue Sun, Wei Wei, Laijin Tian, Jiangwei Wen

2021European Journal of Organic Chemistry12 citationsDOI

Abstract

Abstract The electrochemical‐induced three‐component C(sp 3 )−H dehydrogenative trimerization of pyrazolones to tripyrazolones with hydrogen evolution has been accomplished under the metal‐ and external‐oxidant‐free conditions. This protocol provides an efficient and eco‐friendly method for the synthesis of tripyrazolones, which avoids the use of metals and stoichiometric chemical oxidants. A wide range of functional groups was tolerated to give selectively the desired products in high yields. Importantly, such an electrochemical‐oxidation‐induced dehydrogenative trimerization reaction could be easily scaled up with excellent efficiency.

Topics & Concepts

PyrazolonesChemistryElectrochemistryStoichiometryCombinatorial chemistryMetalOrganic chemistryElectrodePhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Electrochemical‐Induced C(sp<sup>3</sup>)−H Dehydrogenative Trimerization of Pyrazolones to Tripyrazolones | Litcius