Trifluoromethyl ethers – synthesis and properties of an unusual substituent

Frédéric R. Leroux, Baptiste Manteau, Jean-Pierre Vors and Sergiy Pazenok
Beilstein J. Org. Chem. 2008, 4, No. 13. https://doi.org/10.3762/bjoc.4.13

Cite the Following Article

Trifluoromethyl ethers – synthesis and properties of an unusual substituent
Frédéric R. Leroux, Baptiste Manteau, Jean-Pierre Vors and Sergiy Pazenok
Beilstein J. Org. Chem. 2008, 4, No. 13. https://doi.org/10.3762/bjoc.4.13

How to Cite

Leroux, F. R.; Manteau, B.; Vors, J.-P.; Pazenok, S. Beilstein J. Org. Chem. 2008, 4, No. 13. doi:10.3762/bjoc.4.13

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Logvinenko, I. G.; Sadkova, I. V.; Tolmachova, N. A.; Shishkina, S. V.; Daniliuc, C. G.; Haufe, G.; Kondratov, I. S. 4-Trifluoromethoxy proline: synthesis of stereoisomers and lipophilicity study. Organic & biomolecular chemistry 2024, 22, 7982–7988. doi:10.1039/d4ob00688g
  • Gao, G.; Xie, K.; Shi, M.; Gao, T.; Wang, Z.; Zhang, C.; Wang, Z. Direct trifluoromethylselenolations of electron-rich (hetero)aromatic rings with N-trifluoromethylselenolating saccharin. Organic & biomolecular chemistry 2024, 22, 7707–7714. doi:10.1039/d4ob01134a
  • Liu, Y.; Sun, F.; Jia, B.; Wang, Z.; Yue, M.; Yang, L.; Fu, Y.; Ye, F. Novel (2,6-difluorobenzoyl)urea-activated fluorescent probe for fluorine-containing-pesticide detection. Journal of Environmental Chemical Engineering 2024, 12, 112786. doi:10.1016/j.jece.2024.112786
  • Fritsch, S.; Strassner, T. Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations. Beilstein journal of organic chemistry 2024, 20, 1278–1285. doi:10.3762/bjoc.20.110
  • Nisler, J.; Klimeš, P.; Končitíková, R.; Kadlecová, A.; Voller, J.; Chalaki, M.; Karampelias, M.; Murvanidze, N.; Werbrouck, S. P. O.; Kopečný, D.; Havlíček, L.; De Diego, N.; Briozzo, P.; Moréra, S.; Zalabák, D.; Spíchal, L. Cytokinin oxidase/dehydrogenase inhibitors: progress towards agricultural practice. Journal of experimental botany 2024, 75, 4873–4890. doi:10.1093/jxb/erae239
  • Flemmich, L.; Bereiter, R.; Micura, R. Chemical Synthesis of Modified RNA. Angewandte Chemie (International ed. in English) 2024, 63, e202403063. doi:10.1002/anie.202403063
  • Flemmich, L.; Bereiter, R.; Micura, R. Chemical Synthesis of Modified RNA. Angewandte Chemie 2024, 136. doi:10.1002/ange.202403063
  • Craig, R. A.; De Vicente, J.; Estrada, A. A.; Feng, J. A.; Lexa, K. W.; Canet, M. J.; Dowdle, W. E.; Erickson, R. I.; Flores, B. N.; Haddick, P. C. G.; Kane, L. A.; Lewcock, J. W.; Moerke, N. J.; Poda, S. B.; Sweeney, Z.; Takahashi, R. H.; Tong, V.; Wang, J.; Yulyaningsih, E.; Solanoy, H.; Scearce-Levie, K.; Sanchez, P. E.; Tang, L.; Xu, M.; Zhang, R.; Osipov, M. Discovery of DNL343: A Potent, Selective, and Brain-Penetrant eIF2B Activator Designed for the Treatment of Neurodegenerative Diseases. Journal of medicinal chemistry 2024, 67, 5758–5782. doi:10.1021/acs.jmedchem.3c02422
  • Cabrera, P. J.; Allais, C.; Arcari, J. T.; González-Esguevillas, M.; McInturff, E. L.; Reese, M. R. Rapid Multikilogram Scale-Up of Di- and Trifluoromethoxy Proline Derivatives. Organic Process Research & Development 2024, 28, 1119–1128. doi:10.1021/acs.oprd.3c00493
  • Ng, M. Y.; Song, Z. J.; Venkatesan, G.; Rodriguez-Cuenca, S.; West, J. A.; Yang, S.; Tan, C. H.; Ho, P. C.-L.; Griffin, J. L.; Vidal-Puig, A.; Bassetto, M.; Hagen, T. Conjugating uncoupler compounds with hydrophobic hydrocarbon chains to achieve adipose tissue selective drug accumulation. Scientific reports 2024, 14, 4932. doi:10.1038/s41598-024-54466-2
  • Fernandes, A. J.; Giri, R.; Houk, K. N.; Katayev, D. Review and Theoretical Analysis of Fluorinated Radicals in Direct CAr−H Functionalization of (Hetero)arenes. Angewandte Chemie 2024, 136. doi:10.1002/ange.202318377
  • Fernandes, A. J.; Giri, R.; Houk, K. N.; Katayev, D. Review and Theoretical Analysis of Fluorinated Radicals in Direct CAr-H Functionalization of (Hetero)arenes. Angewandte Chemie (International ed. in English) 2024, 63, e202318377. doi:10.1002/anie.202318377
  • Chen, X.; Xie, L.; Zhang, C.; Tian, S.; Tang, Z.; Xiang, M.; Tian, W.; Lu, P.; Yang, X. Synthesis of Nucleotides Bearing the 2'-O-Trifluoromethyl Group and Their Application in RNA Analogs Preparation. Current protocols 2024, 4, e956. doi:10.1002/cpz1.956
  • Deng, Z.; Meng, L.; Bing, X.; Niu, S.; Zhang, X.; Peng, J.; Luan, Y.-X.; Chen, L.; Tang, P. Silver-Enabled Dearomative Trifluoromethoxylation of Indoles. Journal of the American Chemical Society 2024, 146, 2325–2332. doi:10.1021/jacs.3c11653
  • Maas, L. M.; Fasting, C.; Voßnacker, P.; Limberg, N.; Golz, P.; Müller, C.; Riedel, S.; Hopkinson, M. N. Catalyst-Free Trifluoromethoxylation of Silyl Enol Ethers and Allyl Silanes with Bis(trifluoromethyl)peroxide. Angewandte Chemie (International ed. in English) 2024, 63, e202317770. doi:10.1002/anie.202317770
  • Maas, L. M.; Fasting, C.; Voßnacker, P.; Limberg, N.; Golz, P.; Müller, C.; Riedel, S.; Hopkinson, M. N. Catalyst‐Free Trifluoromethoxylation of Silyl Enol Ethers and Allyl Silanes with Bis(trifluoromethyl)peroxide. Angewandte Chemie 2024, 136. doi:10.1002/ange.202317770
  • Zheng, Y.; Wang, Q.; Che, Y.; Jiang, S.; Yu, Z.; Wang, Y.; Ma, Y.; Solan, G. A.; Liang, T.; Sun, W.-H. High molecular weight bimodal polyethylene elastomers using N,N'-nickel catalysts appended with methoxy and trifluoromethoxy functionality. European Polymer Journal 2024, 203, 112649. doi:10.1016/j.eurpolymj.2023.112649
  • Song, D.; Zhao, H.; Xu, Y.; Ji, C.; Liu, Y. Advances in the Synthesis of Mono/Di/Polyfluoroalkyl Ethers. Chinese Journal of Organic Chemistry 2024, 44, 2174. doi:10.6023/cjoc202401003
  • 梁, 燕. Research Progress in the Synthesis of OCF3 Compounds. Journal of Organic Chemistry Research 2024, 12, 60–73. doi:10.12677/jocr.2024.121005
  • Sroor, F. M.; Mahrous, K. F.; El-Kader, H. A. M. A.; Othman, A. M.; Ibrahim, N. S. Impact of trifluoromethyl and sulfonyl groups on the biological activity of novel aryl-urea derivatives: synthesis, in-vitro, in-silico and SAR studies. Scientific reports 2023, 13, 17560. doi:10.1038/s41598-023-44753-9

Patents

  • XIANG JIA-NING; XU XUESONG; FENG YI; LIU XIANBO; ENG WAI-SI. Compounds as neurokinin-1 receptor antagonists and uses thereof. US 11905247 B2, Feb 20, 2024.
  • NGAI MING-YU; ZHENG WEIJIA; LEE JOHNNY. Difluoromethoxylation and trifluoromethoxylation compositions and methods for synthesizing same. US 11760701 B2, Sept 19, 2023.
  • XIANG JIA-NING; XU XUESONG; FENG YI; LIU XIANBO; ENG WAI-SI. Compounds as neurokinin-1 receptor antagonists and uses thereof. US 11149006 B2, Oct 19, 2021.
  • MAJOR JULIA; VOGT FLORIAN; CALO FREDERICK; WITSCHEL MATTHIAS; SCHACHTSCHABEL DOREEN; NEWTON TREVOR WILLIAM; SEITZ THOMAS; HANZLIK KRISTIN. Herbicidal azines. US 10479777 B2, Nov 19, 2019.
  • MAJOR JULIA; VOGT FLORIAN; CALO FREDERICK; SEITZ THOMAS; SCHACHTSCHABEL DOREEN; NEWTON TREVOR WILLIAM; HANZLIK KRISTIN; HUTZLER JOHANNES; KREUZ KLAUS; TRESCH STEFAN; SISAY MIHIRET TEKESTE. Diaminotriazine compounds and their use as herbicides. US 10029992 B2, July 24, 2018.
  • PAZENOK SERGII; LANGLOIS BERNARD; BILLARD THIERRY; BARBION JULIEN; MARREC OLIVIER; VORS JEAN-PIERRE. CF3O-containing enaminoketones and their utilization for the preparation of CF3O-containing pyrazoles. US 9096535 B2, Aug 4, 2015.
Other Beilstein-Institut Open Science Activities