1246931-20-3Relevant academic research and scientific papers
Carbonylation of Difluoroalkyl Bromides Catalyzed by Palladium
Zhao, Hai-Yang,Feng, Zhang,Luo, Zhiji,Zhang, Xingang
supporting information, p. 10401 - 10405 (2016/08/24)
Although important progress has been made in the fluoroalkylation reactions, the transition-metal-catalyzed carbonylative fluoroalkylation reaction remains challenging so far. Herein, we report the first example of a Pd-catalyzed carbonylation of difluoroalkyl bromides with (hetero)arylboronic acids under one atmosphere pressure of CO. The reaction can also be extended to the aryl potassium trifluoroborate salts. The advantages of this protocol are synthetic simplicity, broad substrate scope, and excellent functional group compatibility. The resulting difluoroalkyl ketones can serve as versatile building blocks for the synthesis of various useful fluorinated compounds.
New synthesis of fluorinated pyrazoles
Surmont, Riccardo,Verniest, Guido,De Kimpe, Norbert
supporting information; experimental part, 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.
