A Direct Silver‐Catalyzed Three‐Component Approach to Trifluoromethylated Cyanopyrazoles and Cyanopyrazolines
A three‐component strategy for the synthesis of an important class of trifluoromethylated cyanopyrazoles from aldehydes, malononitrile and trifluorodiazoethane is reported. This approach involves a domino Knoevenagel condensation/1,3‐dipolar cycloaddition/dehydrocyanation process. Surprisingly, the...
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Veröffentlicht in: | Advanced synthesis & catalysis 2023-07, Vol.365 (13), p.2218-2224 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A three‐component strategy for the synthesis of an important class of trifluoromethylated cyanopyrazoles from aldehydes, malononitrile and trifluorodiazoethane is reported. This approach involves a domino Knoevenagel condensation/1,3‐dipolar cycloaddition/dehydrocyanation process. Surprisingly, the use of cyanoacetate in place of malononitrile resulted in the formation of trifluoromethylated cyanopyrazolines. The protocol provides access to a wide variety of trisubstituted pyrazoles and pyrazolines thus expanding the chemical space for these structural units. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202300322 |