1373497-84-7Relevant academic research and scientific papers
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.
Domino Hydroboration/Trifluoromethylation of Alkynes Using Fluoroform-Derived [CuCF3]
He, Lisi,Yang, Xinkan,Tsui, Gavin Chit
, p. 6192 - 6201 (2017/06/23)
A domino hydroboration/trifluoromethylation (formal hydrotrifluoromethylation) of alkynes using the fluoroform-derived [CuCF3] reagent is achieved. Synthetically useful (E)-alkenyl-CF3 building blocks and 1,1-bis(trifluoromethyl)-substituted alkenes can be prepared under ambient conditions in one pot/one step from alkynes. The ultimate source of CF3 is the inexpensive industrial waste fluoroform.
Silver(I)-catalyzed denitrative trifluoromethylation of β-nitrostyrenes with CF3SO2Na
Huang, Ping,Li, Yaming,Fu, Xinmei,Zhang, Rong,Jin, Kun,Wang, Wenxin,Duan, Chunying
supporting information, p. 4705 - 4708 (2016/10/03)
A novel and convenient approach to the synthesis of substituted β-trifluoromethyl styrenes via a silver(I)-catalyzed denitrative trifluoromethylation with CF3SO2Na under relatively mild conditions has been developed. This protocol delivered excellent stereoselectivity and showed wide substrate tolerance.
Decarboxylative and Denitrative Trifluoromethylation for the Synthesis of Cvinyl-CF3 Compounds with Togni (II) Reagent
Ma, Jing-Jing,Yi, Wen-Bin,Lu, Guo-Ping,Cai, Chun
supporting information, p. 3447 - 3452 (2016/01/25)
A highly efficient dimethylformamide (DMF)-promoted decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids with Togni (II) reagent under metal-free conditions has been developed. The reactions showed good yields, high stereoselectivities and excellent functional group tolerance. Mechanistic studies confirmed that free-radical processes were involved in this system since the CF3 radical had been clearly trapped by scavengers. This method has been extended to the denitrative trifluoromethylation of β-nitrostyrenes in the presence of an iron(III) catalyst.
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.
Chemo-, Regio-, and stereoselective trifluoromethylation of styrenes via visible light-driven single-electron transfer (SET) and triplet-triplet energy transfer (TTET) processes
Lin, Qing-Yu,Xu, Xiu-Hua,Qing, Feng-Ling
, p. 10434 - 10446 (2015/02/19)
A process for tunable and chemo-, regio-, and stereoselective photocatalytic trifluoromethylation of styrenes was developed. Thermodynamically stable E-trifluoromethylated alkenes were prepared using Tognis reagent in the presence of Ru(bpy)3Cl2·6H2O under visible light irradiation, whereas less thermodynamically stable Z-trifluoromethylated alkenes were obtained by employing Umemotos reagent and photocatalyst Ir(ppy)3.
Iron-mediated decarboxylative trifluoromethylation of α,β- unsaturated carboxylic acids with trifluoromethanesulfinate
Patra, Tuhin,Deb, Arghya,Manna, Srimanta,Sharma, Upendra,Maiti, Debabrata
supporting information, p. 5247 - 5250 (2013/09/02)
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
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.
Simple synthesis of β-trifluoromethylstyrenes using (E)-trimethyl-(3,3,3-trifluoroprop-1-enyl)silane
Omote, Masaaki,Tanaka, Miyuu,Ikeda, Akari,Nomura, Shiho,Tarui, Atsushi,Sato, Kazuyuki,Ando, Akira
supporting information; experimental part, p. 2286 - 2289 (2012/06/04)
(E)-Trimethyl-(3,3,3-trifluoroprop-1-enyl)silane (1) was synthesized as a reagent for use in Hiyama cross-coupling reactions for the production of β-trifluoromethylstyrene derivatives. Cross-coupling of 1 with electronically diverse aryl iodides was achieved by treatment with CsF in the presence of catalytic amounts of palladium to afford the desired products in moderate to good yields.
