Efficient one-pot synthesis of 5-perfluoroalkylpyrazoles by cyclization of hydrazone dianions?
Organic & Biomolecular Chemistry Pub Date: 2015-06-25 DOI: 10.1039/C5OB01151E
Abstract
A highly selective and efficient method for the synthesis of 5-trifluoromethylated and 5-perfluoroalkylated pyrazoles has been developed which relies on the cyclization of hydrazine dianions with ethyl perfluorocarboxylates. The pyrazoles prepared were evaluated as potential inhibitors of alkaline phosphatases, namely human tissue non-specific alkaline phosphatase (h-TNAP) and tissue specific intestinal alkaline phosphatase (IAP). Most pyrazole derivatives inhibited h-IAP more markedly than h-TNAP and had minor effects on nucleotide pyrophosphatase/phosphodiesterases. Therefore, the compounds appear as potential selective inhibitors of h-IAP.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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