1418317-22-2Relevant academic research and scientific papers
Iron-mediated decarboxylative trifluoromethylation of α,β- unsaturated carboxylic acids with trifluoromethanesulfinate
Patra, Tuhin,Deb, Arghya,Manna, Srimanta,Sharma, Upendra,Maiti, Debabrata
, p. 5247 - 5250 (2013)
A sustainable FeCl3-mediated method has been developed for the decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids by using NaSO2CF3 as an economic and stable CF 3 source. The reaction proceeds under mild condition and tolerates various functional groups. Advantageously, this method does not require an inert atmosphere and proceeds well in air at ambient temperature. A sustainable FeCl3-mediated method has been developed for the decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids by using NaSO2CF3 as an economic and stable CF3 source. This method does not require an inert atmosphere and proceeds well in air at ambient temperature. Copyright
Facile synthesis of (E)-β-(trifluoromethyl)styrenes from halothane (HCFC-123B1)
Hirotaki, Kensuke,Kawazoe, Genyu,Hanamoto, Takeshi
, p. 169 - 173 (2015)
A practical and convenient synthesis of (E)-β-(trifluoromethyl)styrenes has been achieved by the reaction of commercially available halothane (HCFC-123B1) and hydrazones prepared in advance in situ, in the presence of 1,2-ethylenediamine and a catalytic amount of CuCl2·2H2O at room temperature. The products showed acceptable to high yields and high to excellent stereoselectivity. This handy synthetic method provided easy access to a variety of (E)-β-(trifluoromethyl)styrenes.
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.
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
Metal-free radical trifluoromethylation of β-nitroalkenes through visible-light photoredox catalysis
Midya, Siba P.,Rana, Jagannath,Abraham, Thomas,Aswin, Bhaskaran,Balaraman, Ekambaram
, p. 6760 - 6763 (2017/07/10)
A catalytic method for functional group interconversion is immensely important in modern sciences. Here, we report an efficient catalytic conversion of nitroalkenes to highly stereoselective 1-trifluoromethylalkenes at room temperature. This unprecedented metal-free photocatalytic strategy is simple and operates under visible-light irradiation using the commercially available CF3 source.
An I2O5-promoted decarboxylative trifluoromethylation of cinnamic acids
Shang, Xiao-Jie,Li, Zejiang,Liu, Zhong-Quan
supporting information, p. 233 - 235 (2015/02/02)
An I2O5-promoted decarboxylative trifluoromethylation of a series of cinnamic acids and their derivatives by using sodium trifluoromethanesulfinate in aqueous media was demonstrated. This strategy provides a safe and convenient access to various trifluoromethylated (E)-alkenes in a very high selectivity.
Room temperature decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids by photoredox catalysis
Xu, Pan,Abdukader, Ablimit,Hu, Kaidong,Cheng, Yixiang,Zhu, Chengjian
supporting information, p. 2308 - 2310 (2014/03/21)
A visible-light-induced decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids, which uses the Togni reagent as the CF3 source is disclosed. The corresponding trifluoromethylated alkenes were obtained in moderate to high yields with excellent functional group tolerance at ambient temperature. Preliminary mechanistic analyses suggest a radical-type mechanism. The Royal Society of Chemistry 2014.
Copper-and iron-catalyzed decarboxylative tri-and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process
Li, Zejiang,Cui, Zili,Liu, Zhong-Quan
supporting information, p. 406 - 409 (2013/03/13)
A copper-catalyzed decarboxylative trifluoromethylation of various α,β-unsaturated carboxylic acids by using a stable and inexpensive solid, sodium trifluoromethanesulfinate (CF3SO2Na, Langlois reagent), was developed. In addition, an iron-catalyzed difluoromethylation of aryl-substituted acrylic acids by using zinc difluoromethanesulfinate (DFMS, (CF2HSO2)2Zn, Baran reagent) via a similar radical process was also achieved.
