38101-11-0Relevant academic research and scientific papers
New synthesis of fluorinated pyrazoles
Surmont, Riccardo,Verniest, Guido,De Kimpe, Norbert
supporting information; body text, p. 4648 - 4651 (2010/12/19)
A new synthesis of fluorinated pyrazoles, a class of compounds with potential in medicinal chemistry, is described. The treatment of benzoylfluoroacetonitrile with hydrazine yielded the expected new 3-amino-4-fluoropyrazole, while the analogous reaction of α-cyano-α, α-difluoroketones with hydrazine in refluxing isopropanol surprisingly gave rise to 3-unsubstituted 4-fluoropyrazoles via an unprecedented mechanism. The isolation of intermediate hydrazine adducts led to a mechanistic rationale for this transformation.
