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- Title
Regioselective Synthesis of 5-Trifluoromethyl 1,2,4-Triazoles via [3 + 2]-Cycloaddition of Nitrile Imines with CF 3 CN.
- Authors
Lin, Bo; Zhang, Zipeng; Yao, Yunfei; You, Yi; Weng, Zhiqiang
- Abstract
We herein describe a general approach to 5-trifluoromethyl 1,2,4-triazoles via the [3 + 2]-cycloaddition of nitrile imines generated in situ from hydrazonyl chloride with CF3CN, utilizing 2,2,2-trifluoroacetaldehyde O-(aryl)oxime as the precursor of trifluoroacetonitrile. Various functional groups, including alkyl-substituted hydrazonyl chloride, were tolerated during cycloaddition. Furthermore, the gram-scale synthesis and common downstream transformations proved the potential synthetic relevance of this developed methodology.
- Subjects
NITRILIMINES; NITRILE oxides; ARYL chlorides; FUNCTIONAL groups; RING formation (Chemistry)
- Publication
Molecules, 2022, Vol 27, Issue 19, p6568
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27196568