2,2,2-Trifluoroacetaldehyde <i>O</i>-(Aryl)oxime: A Precursor of Trifluoroacetonitrile
Bo Lin, Yunfei Yao, Yangjie Huang, Zhiqiang Weng
Abstract
The preparation of 2,2,2-trifluoroacetaldehyde O-(aryl)oxime, a previously inaccessible precursor of trifluoroacetonitrile, via reaction of hydroxylamine and trifluoroacetaldehyde hydrate is reported. This precursor released CF3CN in quantitative yield under mildly basic conditions. The precursor was successfully used in the synthesis of trifluoromethylated oxadiazoles. The facile, cost-effective, scalable, and recyclable procedure makes these trifluoroacetonitrile precursors generally applicable.
Topics & Concepts
ChemistryHydroxylamineOximeHydrateYield (engineering)ArylOrganic chemistryHydrazine (antidepressant)Combinatorial chemistryChromatographyMetallurgyAlkylMaterials scienceFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsSynthesis and Biological Evaluation