Academic Journal
Controllable Fluorocarbon Chain Elongation: TMSCF 2 Br-Enabled Trifluorovinylation and Pentafluorocyclopropylation of Aldehydes
| العنوان: | Controllable Fluorocarbon Chain Elongation: TMSCF 2 Br-Enabled Trifluorovinylation and Pentafluorocyclopropylation of Aldehydes |
|---|---|
| المؤلفون: | An Liu, Xianghong Zhang, Feng Zhao, Chuanfa Ni, Jinbo Hu |
| سنة النشر: | 2024 |
| مصطلحات موضوعية: | Biophysics, Biochemistry, Microbiology, Ecology, Inorganic Chemistry, Infectious Diseases, Chemical Sciences not elsewhere classified, various functional groups, two different precursors, sole fluorocarbon source, providing streamlined access, new synthetic protocol, diversified chemical reactivity, alcohols containing trifluorovinyl, cfce processes lies, abundantly available aldehydes, 2 , 1 , p <, scale synthesis, radical precursor, potential utility, pentafluorocyclopropyl moieties, enabled trifluorovinylation, efficient trifluorovinylation, difluorocarbene precursor, defined synthesis, broad range |
| الوصف: | Controllable fluorocarbon chain elongation (CFCE) is a promising yet underdeveloped strategy for the well-defined synthesis of structurally novel polyfluorinated compounds. Herein, the direct and efficient trifluorovinylation and pentafluorocyclopropylation of aldehydes are described by using TMSCF 2 Br (TMS = trimethylsilyl) as the sole fluorocarbon source, accomplishing the goals of CFCE from C 1 to C 2 and from C 1 to C 3 , respectively. The key to the success of these CFCE processes lies in the unique and diversified chemical reactivity of TMSCF 2 Br, which can serve as two different precursors, namely, a TMSCF 2 radical precursor and a difluorocarbene precursor. Various functional groups are amenable to this new synthetic protocol, providing streamlined access to a broad range of alcohols containing trifluorovinyl or pentafluorocyclopropyl moieties from abundantly available aldehydes. The potential utility of these methods is further demonstrated by the gram-scale synthesis, derivatization, and measurement of log P values of the products. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | unknown |
| Relation: | https://figshare.com/articles/journal_contribution/Controllable_Fluorocarbon_Chain_Elongation_TMSCF_sub_2_sub_Br-Enabled_Trifluorovinylation_and_Pentafluorocyclopropylation_of_Aldehydes/24968594 |
| DOI: | 10.1021/jacs.3c12919.s001 |
| الاتاحة: | https://doi.org/10.1021/jacs.3c12919.s001 https://figshare.com/articles/journal_contribution/Controllable_Fluorocarbon_Chain_Elongation_TMSCF_sub_2_sub_Br-Enabled_Trifluorovinylation_and_Pentafluorocyclopropylation_of_Aldehydes/24968594 |
| Rights: | CC BY-NC 4.0 |
| رقم الانضمام: | edsbas.C115B4C8 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/jacs.3c12919.s001 |
|---|