Green synthesis and antifungal activities of novel 3‐(trifluoromethyl)‐4,5‐dihydro‐1H‐furo[2,3‐c]pyrazole derivatives

Trifluoromethylated molecules, as well as pyrazol‐3‐one derivatives, are found in a wide range of biologically active compounds. An highly facile, green and mild access to substituted 3‐(trifluoromethyl)‐4,5‐dihydro‐1H‐furo[2,3‐c]pyrazole derivatives by the cascade [3 + 2] Michael/Alkylation of unsa...

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Veröffentlicht in:Journal of heterocyclic chemistry 2020-07, Vol.57 (7), p.2904-2910
Hauptverfasser: Tan, Fangshun, Su, Shennan, Liu, Zhenzhong
Format: Artikel
Sprache:eng
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Zusammenfassung:Trifluoromethylated molecules, as well as pyrazol‐3‐one derivatives, are found in a wide range of biologically active compounds. An highly facile, green and mild access to substituted 3‐(trifluoromethyl)‐4,5‐dihydro‐1H‐furo[2,3‐c]pyrazole derivatives by the cascade [3 + 2] Michael/Alkylation of unsaturated pyrazolones with α‐bromomalonate has been developed. The reactions can be performed in a easily available and environmentally benign solvent, and the substituted 3‐(trifluoromethyl)‐4,5‐dihydro‐1H‐furo[2,3‐c]pyrazole derivatives can be obtained in good to excellent yields by a simple purification step. The antifungal activities of these functional pyrazole derivatives were also evaluated and they showed high antifungal activity against Alternaria solani.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3998