Fluorohalogenation of gem-Difluoroalkenes: Synthesis and Applications of α-Trifluoromethyl Halides |
| |
| Authors: | Chi Liu Dr Chuanle Zhu Yingying Cai Zhiyi Yang Hao Zeng Fulin Chen Prof?Dr Huanfeng Jiang |
| |
| Institution: | Key Laboratory of Functional Molecular Engineering of, Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640 P. R. China |
| |
| Abstract: | A novel strategy for 1,2-dihalogenation of alkenes is reported that occurs through a sequential nucleophilic halide addition and electrophilic halogenation. By trapping the in situ generated unstable α-trifluoromethyl carbanion intermediates derived from the nucleophilic fluoride addition to electron-poor gem-difluoroalkenes, this fluorohalogenation of gem-difluoroalkenes with electrophilic haloalkynes affords various useful α-trifluoromethyl halides in high yields. A pesticidal active compound and various attractive trifluromethylated molecules could be smoothly synthesized from these obtained α-trifluoromethyl halides. |
| |
| Keywords: | alkenes alpha-trifluoromethyl carbanion dihalogenation fluorination potassium fluoride |
|
