Synthesis of 4,5-disubstituted-1H-1,2,3-triazoles

Two-step procedure, a palladium catalyzed Sonogashira cross-coupling reaction of aroyl chlorides with aryl acetylenes, and 1,3-dipolar cycloaddition of the 1,3-diarylprop-2-yn-1-ones with sodium azide under catalyst free conditions achieved the synthesis of aryl(4-aryl-1 H -1,2,3-triazol-5-yl)methan...

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Veröffentlicht in:Monatshefte für Chemie 2019-08, Vol.150 (8), p.1479-1486
Hauptverfasser: Rocha, Djenisa H. A., Pinto, Diana C. G. A., Silva, Artur M. S.
Format: Artikel
Sprache:eng
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Zusammenfassung:Two-step procedure, a palladium catalyzed Sonogashira cross-coupling reaction of aroyl chlorides with aryl acetylenes, and 1,3-dipolar cycloaddition of the 1,3-diarylprop-2-yn-1-ones with sodium azide under catalyst free conditions achieved the synthesis of aryl(4-aryl-1 H -1,2,3-triazol-5-yl)methanones in moderate-to-good chemical yields (30–90%). The procedures allowed the synthesis of 4,5-disubstituted-1 H -1,2,3-triazol scaffolds containing electron-neutral, -withdrawing, or -donating groups. Graphic abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-019-02463-x