Trifluoromethylation of Alkyl Radicals in Aqueous Solution
Autor: | Pei Zhang, Haigen Shen, Xinqiang Tan, Chaozhong Li, Zhonglin Liu, Zhenzhen Zhang |
---|---|
Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Aqueous solution Trifluoromethyl Primary (chemistry) 010405 organic chemistry Trifluoromethylation Halide General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound Colloid and Surface Chemistry chemistry Yield (chemistry) Functional group Organic chemistry Alkyl |
Zdroj: | Journal of the American Chemical Society. 139(29) |
ISSN: | 1520-5126 |
Popis: | The copper-mediated trifluoromethylation of alkyl radicals is described. The combination of Et3SiH and K2S2O8 initiates the radical reactions of alkyl bromides or iodides with BPyCu(CF3)3 (BPy = 2,2′-bipyridine) in aqueous acetone at room temperature to afford the corresponding trifluoromethylation products in good yield. The protocol is applicable to various primary and secondary alkyl halides and exhibits wide functional group compatibility. A mechanism involving trifluoromethyl group transfer from Cu(II)–CF3 intermediates to alkyl radicals is proposed. |
Databáze: | OpenAIRE |
Externí odkaz: |