Hypervalent iodine-mediated gem-difluorination of vinyl halides enabled by exclusive 1,2-halo migration
| Autor: | Xuemei Tan, Peijun Liu, Yangzhen Liao, Xiaozu Liu, Honggen Wang, Wen-Xin Lv, Chenglong Li |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Iodide Hypervalent molecule Halide chemistry.chemical_element General Chemistry 010402 general chemistry Iodine 01 natural sciences Small molecule Combinatorial chemistry Vinyl chloride 0104 chemical sciences chemistry.chemical_compound chemistry Molecule Alkyl |
| Zdroj: | Science China Chemistry. 64:999-1003 |
| ISSN: | 1869-1870 1674-7291 |
| DOI: | 10.1007/s11426-021-9965-9 |
| Popis: | β-Difluorinated alkyl halides are of significant value in the modular synthesis of gem-difluorinated molecules. An exclusive 1,2-halo migratory gem-difluorination of vinyl halides with in situ-generated PhIF2·HF is described. This protocol provides a general and practical approach towards a wide variety of β-difluorinated alkyl bromides. Both α- and β-bromoalkyl alkenes are suitable substrates, leading to two distinct types of products. The extension of this protocol to vinyl chloride and iodide are also feasible. The synthetic versatility of this method has been highlighted by the late-stage modification of complex small molecules and further transformations of the β-difluorinated alkyl halides to valuable CF2-containing compounds. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink