133512-64-8Relevant academic research and scientific papers
Pentafluoroethylation of Arenediazonium Tetrafluoroborates Using On-Site Generated Tetrafluoroethylene
Xing, Bo,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo
, p. 1131 - 1136 (2019/10/22)
Copper-mediated pentafluoroethylation of arenediazonium tetrafluoroborates with tetrafluoroethylene (TFE) on-site generated from TMSCF3 has been developed as a new method to prepare pentafluoroethyl arenes. The active pentafluoroethylation reagent “CuC2F5” is pre-generated from CuSCN, TFE and CsF, and its generation and further reaction are strongly solvent-dependent. This pentafluoroethylation reaction represents the first example of Sandmeyer-type pentafluoroethylation, which exhibits good functional group tolerance and potential applications for the synthesis of complicated bioactive compounds.
From C1 to C2: TMSCF3 as a Precursor for Pentafluoroethylation
Xie, Qiqiang,Li, Lingchun,Zhu, Ziyue,Zhang, Rongyi,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 13211 - 13215 (2018/09/25)
A highly efficient copper-mediated aromatic pentafluoroethylation method using TMSCF3 as the sole fluoroalkyl source is described. The reaction proceeds by a key C1 to C2 process, that is, the generation of CuCF3 from TMSCF3, followed by a subsequent spontaneous transformation into CuC2F5. Various aryl iodides were pentafluoroethylated with the TMSCF3-derived CuC2F5. This method represents the first practical and efficient method for pentafluoroethylation of aryl iodides using commercially available TMSCF3 as a pentafluoroethyl precursor.
A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF)
Huang, Yangjie,Ajitha, Manjaly J.,Huang, Kuo-Wei,Zhang, Zhongxing,Weng, Zhiqiang
supporting information, p. 8468 - 8474 (2016/06/01)
This article describes the invention of a class of effective reagents [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded air-stable copper(i) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high yields. Computational studies suggested that the coordination of the second phen ligand may reduce the energy barrier for the decarboxylation of perfluorocarboxylate to facilitate perfluoroalkylation.
Pentafluoroethylbenziodoxole (BIX-C2F5): A Shelf-Stable Reagent for Pentafluoroethylation of β-Ketoesters and Arylboronic Acids
Zhu, Jiansheng,Li, Yuguang,Ni, Chuanfa,Shen, Qilong
, p. 662 - 668 (2016/07/22)
An improved method for the preparation of pentafluoroethylating reagent pentafluoroethyl-substituted benziodoxole (BIX-C2F5) was described. Under mild conditions, BIX-C2F5was able to react with β-ketoesters or aryl/heteroaryl boronic acids to generate pentafluoroethylated compounds in good yields.
Pentafluoroethylating compositions
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Paragraph 0194, (2015/02/25)
The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.
PENTAFLUOROETHYLATING COMPOSITIONS
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Page/Page column 37; 38, (2015/02/25)
The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.
Cupration of C2F5H: Isolation, structure, and synthetic applications of [K(DMF)2][(t -BuO)Cu(C2F 5)]. Highly efficient pentafluoroethylation of unactivated aryl bromides
Lishchynskyi, Anton,Grushin, Vladimir V.
supporting information, p. 12584 - 12587 (2013/09/23)
Pentafluoroethane, C2F5H (HFC-125), is smoothly cuprated with preisolated or in situ-generated [K(DMF)][(t-BuO)2Cu] to give [K(DMF)2][(t-BuO)Cu(C2F5)] (1) in nearly quantitative yield. Complex 1 has been isolated, structurally characterized, and demonstrated to be an exceedingly versatile pentafluoroethylating reagent for a variety of substrates, including unactivated aryl bromides.
A NOVEL AND CONVENIENT METHOD FOR TRIFLUOROMETHYLATION OF ORGANIC HALIDES USING CF3SiR'3/KF/Cu(I) SYSTEM
Urata, Hisao,Fuchikami, Takamasa
, p. 91 - 94 (2007/10/02)
Fluoride ion induced cross-coupling reaction of organic halides with trifluoromethyltrialkylsilanes takes place in the presence of Cu(I) salts under mild reaction conditions to give the corresponding trifluoromethylated products in high yields.
