Silver-Mediated Cycloaddition of Alkynes with CF3CHN2: Highly Regioselective Synthesis of 3-Trifluoromethylpyrazoles†
Feng Li
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorJing Nie
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorLong Sun
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorYan Zheng
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorCorresponding Author
Prof. Jun-An Ma
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)Search for more papers by this authorFeng Li
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorJing Nie
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorLong Sun
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorYan Zheng
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Search for more papers by this authorCorresponding Author
Prof. Jun-An Ma
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)
Department of Chemistry, Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University, Tianjin 300072 (China)Search for more papers by this authorThis work was supported financially by the NSFC (No. 21002068, 21172170, and 21225208). We also thank Dr. Dominique Cahard (CNRS & Université et INSA de Rouen, France) for his helpful discussions and suggestions.
Graphical Abstract
Silver screen: The title reaction provides a convenient and efficient method for the construction of 5-substituted 3-trifluoromethylpyrazoles under mild reaction conditions. By using this protocol, the marketed drug Celecoxib (antiarthritic) could be easily synthesized (see scheme; DMF=N,N-dimethylformamide).
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