78622-55-6Relevant academic research and scientific papers
Exploring the Structure and Performance of Cd–Chalcogenide Photocatalysts in Selective Trifluoromethylation
Muralirajan, Krishnamoorthy,Kancherla, Rajesh,Bau, Jeremy A.,Taksande, Mayur Rahul,Qureshi, Muhammad,Takanabe, Kazuhiro,Rueping, Magnus
, p. 14772 - 14780 (2021/12/09)
The field of heterogeneous photoredox catalysis has grown substantially and impacted organic synthesis because of the affordability and reusability of catalysts. This study reports radical trifluoromethylation with Cd–chalcogenide semiconductors. Cd semiconductors, particularly CdSe, are readily available, commercial, visible-light-responsive, heterogeneous photocatalysts. The potential of readily available Cd semiconductors, particularly CdSe, is confirmed by their increased photocatalytic activity toward trifluoromethylation with various substrates, such as (hetero)arenes and vinylic amides/acids, via addition, cyclization, and decarboxylation under visible light. The economic significance of this strategy is also highlighted through the scalable synthesis of biologically active molecules followed by catalyst reuse. Moreover, these catalysts are relatively inexpensive compared with transition metal-based homogeneous photocatalysts, presently used in organic synthesis.
Intermolecular trifluoromethyl-alkenylation of alkenes enabled by metal-free photoredox catalysis
Kulthe, Arun D.,Mainkar, Prathama S.,Akondi, Srirama Murthy
supporting information, p. 5582 - 5585 (2021/06/12)
A three-component and redox-neutral trifluoromethylative alkenylation of unactivated alkenes with β-nitrostyrenes has been developed under visible-light. This metal-free protocol utilizes the easy to handle Langlois reagent (CF3SO2Na) as the CF3source and is suitable for various unactivated alkenes and β-nitrostyrenes, affording a series of trifluoromethylated aromatic alkenes under mild conditions in good to excellent yields.
Reaction of substituted phenols and alcohols with (E)-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd)
Filatov, Andrey A.,Kremlev, Mikhail M.,Mushta, Oleksii ?.,Yagupolskii, Yurii L.
, (2020/02/11)
Simple and convenient one-pot procedures for the preparation of ArOCH=CHCF3, ROCH=CHCF3 and CF3CH=CHOArOCH = CHCF3 starting from the industrial product HFCO-1233zd (CF3CH=CHCl) are presented. These syntheses involve the reaction of 1233zd with phenols and alcohols in the presence of potassium hydroxide in DMF or pyridine solvent at elevated temperatures.
Metal-Free Visible-Light-Mediated Hydrotrifluoromethylation of Unactivated Alkenes and Alkynes in Continuous Flow
Barthelemy, Anne-Laure,Dagousset, Guillaume,Magnier, Emmanuel
supporting information, p. 1429 - 1432 (2019/11/13)
We report herein a novel photoredox-catalyzed hydrotrifluoromethylation of unsaturated systems under continuous flow. This metal-free method is easily broadened to other perfluoroalkyl groups (RF = CF3, CFCl2, CF2/su
Rapid Syntheses of [11C]Arylvinyltrifluoromethanes through Treatment of (E)-Arylvinyl(phenyl)iodonium Tosylates with [11C]Trifluoromethylcopper(I)
Jana, Susovan,Telu, Sanjay,Yang, Bo Yeun,Haskali, Mohammad B.,Jakobsson, Jimmy E.,Pike, Victor W.
supporting information, p. 4574 - 4578 (2020/06/05)
We report a method for labeling arylvinyltrifluoromethanes with carbon-11 (t1/2 = 20.4 min) as representatives of a new radiolabeled chemotype that has potential for developing radiotracers for biomedical imaging with positron emission tomography. Treatme
Trifluoromethylations of Alkenes Using PhICF3Cl as Bifunctional Reagent
Xu, Cong,Huang, Wanqiao,Zhang, Ruzhong,Gao, Chi,Li, Yuxin,Wang, Mang
, p. 14209 - 14216 (2019/11/03)
We described a trifluoromethylation of alkenes using PhICF3Cl as bifunctional reagent. Chlorotrifluoromethylated products were obtained when nonconjugated alkenes were treated with PhICF3Cl in 1,4-dioxane at 60 °C, while vinyl C-H tr
Electrochemical Decarboxylative Trifluoromethylation of α, β-Unsaturated Carboxylic Acids with CF3SO2Na
Li, Fang-Yuan,Lin, Dian-Zhao,He, Tian-Jun,Zhong, Wei-Qiang,Huang, Jing-Mei
, p. 2350 - 2354 (2019/04/13)
A new method for the synthesis of vinyl trifluoromethyl compounds from α, β-unsaturated carboxylic acids and CF3SO2Na has been developed. This electrochemical decarboxylative trifluoro-methylation was found to be highly stereoselective and afforded products in good yields with wide substrate scope under metal-free and external chemical oxidant-free conditions.
Electrochemical Synthesis Strategy for Cvinyl-CF3 Compounds through Decarboxylative Trifluoromethylation
Hong, Huanliang,Li, Yibiao,Chen, Lu,Li, Bin,Zhu, Zhongzhi,Chen, Xiuwen,Chen, Ling,Huang, Yubing
, p. 5980 - 5986 (2019/05/10)
An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis
Phosphine-Relayed Aldehyde-Olefination and Aza-Wittig Reaction with 2,2,2-Trifluorodiazoethane
Zhang, Fa-Guang,Lv, Ning,Zheng, Yan,Ma, Jun-An
, p. 723 - 730 (2018/07/29)
Phosphine-relayed olefination and aza-Wittig reactions of readily available aldehydes with 2,2,2-trifluorodiazoethane (CF3CHN2) have been realized. This protocol enables the facile construction of a series of trifluoromethylated alkenes and hydrazones in good to high yield under mild conditions.
Iron(III) Porphyrin Catalyzed Olefination of Aldehydes with 2,2,2-Trifluorodiazoethane (CF3CHN2)
Lu, Yang,Huang, Chuyu,Liu, Chao,Guo, Yong,Chen, Qing-Yun
, p. 2082 - 2090 (2018/05/31)
An efficient method for the iron(III) porphyrin catalyzed olefination of various aldehydes with 2,2,2-trifluorodiazoethane under neutral conditions is described. This transformation was shown to have a broad substrate scope and provide the corresponding CF3-substituted alkenes in good yields. The number of equivalents of PPh3 that is used in this reaction is crucial to the success of the olefination process. This reaction is a useful supplement to the synthetic applications of CF3CHN2.
