Copper-Catalyzed Late-Stage Benzylic C(sp3)–H Trifluoromethylation
| Autor: | Zhonglin Liu, Chaozhong Li, Lin Zhu, Haiwen Xiao, Benxiang Zhang, Haigen Shen |
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| Rok vydání: | 2019 |
| Předmět: |
Trifluoromethylation
General Chemical Engineering Radical Biochemistry (medical) Late stage chemistry.chemical_element Substrate (chemistry) 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Medicinal chemistry Copper 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Materials Chemistry Copper catalyzed Environmental Chemistry 0210 nano-technology Selectfluor |
| Zdroj: | Chem. 5:940-949 |
| ISSN: | 2451-9294 |
| DOI: | 10.1016/j.chempr.2019.02.006 |
| Popis: | Summary Direct trifluoromethylation of C(sp3)–H bonds, especially in late stages, remains a formidable challenge. Herein, we describe the copper-catalyzed benzylic C(sp3)–H trifluoromethylation. With Cu(I) or Cu(II) as the catalyst, (bpy)Zn(CF3)2 (bpy = 2,2′-bipyridine) as the CF3 source, and NFSI (or Selectfluor) as the oxidant, site-selective benzylic C(sp3)–H trifluoromethylation is successfully implemented in high efficiency under mild conditions. The protocol not only exhibits broad substrate scope and wide functional-group compatibility but also allows efficient late-stage C(sp3)–H trifluoromethylation of natural products or drug derivatives. |
| Databáze: | OpenAIRE |
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