Solvent-free mechanochemical chlorination of pyrazoles with trichloroisocyanuric acid

A solvent-free, rapid and operationally simple method for the chlorination of pyrazoles with trichloroisocyanuric acid to access 4-chloropyrazole derivatives is described. This high-yielding protocol avoids tedious column chromatography and reduces solvent consumption. Mechanistic studies suggested...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2023-04, Vol.25 (7), p.2559-2562
Hauptverfasser: Chen, Chi-Min, Chen, Jia-Xin, To, Ching Tat
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Sprache:eng
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Zusammenfassung:A solvent-free, rapid and operationally simple method for the chlorination of pyrazoles with trichloroisocyanuric acid to access 4-chloropyrazole derivatives is described. This high-yielding protocol avoids tedious column chromatography and reduces solvent consumption. Mechanistic studies suggested an electrophilic aromatic substitution mechanism. This system also gives good green chemistry metrics. Application of ball milling for the chlorination of pyrazoles to access 4-chloropyrazoles in an eco-friendly manner.
ISSN:1463-9262
1463-9270
DOI:10.1039/d3gc00170a