Electrocatalytic three-component synthesis of 4-halopyrazoles with sodium halide as the halogen source

The first example of the electrocatalytic multicomponent synthesis of 4-chloro/bromo/iodopyrazoles from hydrazines, acetylacetones and sodium halides under chemical oxidant- and external electrolyte-free conditions has been developed. Sodium halides played a dual role as a halogenation reagent and a...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-11, Vol.2 (43), p.851-855
Hauptverfasser: Chen, Jin-Yang, Li, Hong-Xia, Mu, Si-Yu, Song, Hai-Yang, Wu, Zhi-Lin, Yang, Tian-Bao, Jiang, Jun, He, Wei-Min
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Sprache:eng
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Zusammenfassung:The first example of the electrocatalytic multicomponent synthesis of 4-chloro/bromo/iodopyrazoles from hydrazines, acetylacetones and sodium halides under chemical oxidant- and external electrolyte-free conditions has been developed. Sodium halides played a dual role as a halogenation reagent and a supporting electrolyte. Mechanism studies revealed that the bromination reaction proceeded via an ionic pathway, whereas both chlorination and iodination proceeded via a radical pathway. The first example of the electrocatalytic multicomponent synthesis of 4-chloro/bromo/iodopyrazoles from hydrazines, acetylacetones and sodium halides under chemical oxidant- and external electrolyte-free conditions has been developed.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01612e