Simple Photo-Induced Trifluoromethylation of Aromatic Rings
| Autor: | Yuta Ito, Shuya Masuda, Yoshitaka Hamashima, Hiromichi Egami, Takafumi Ide |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Trifluoromethyl
010405 organic chemistry Trifluoromethylation Organic Chemistry Aromaticity Electrophilic aromatic substitution 010402 general chemistry 01 natural sciences Photo irradiation Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Reagent Polymer chemistry Trifluoromethanesulfonate |
| Zdroj: | Synthesis. 50:2948-2953 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/s-0037-1609759 |
| Popis: | The trifluoromethylation of various aromatic compounds with Umemoto reagent II (2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium triflate) proceeded in moderate to good yields under simple photo-irradiation conditions without any catalyst, additive, or activator. UV-Vis and NMR spectral analyses indicated that pre-formation of an electron donor-acceptor complex between the trifluoromethylating reagent and the substrate, as proposed in previous studies, is not essential for generation of the trifluoromethyl radical. Instead, the radical appears to be formed by simple photo-activation of the Umemoto reagent. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|