1503565-76-1Relevant academic research and scientific papers
Copper-catalysed ring-opening trifluoromethylation of cyclopropanols
He, Xia-Ping,Shu, Yong-Jin,Dai, Jian-Jun,Zhang, Wen-Man,Feng, Yi-Si,Xu, Hua-Jian
, p. 7159 - 7163 (2015)
A copper-catalysed ring-opening trifluoromethylation reaction of cyclopropanols has been developed. Various β-trifluoromethyl ketones are obtained in good to excellent yields under mild reaction conditions. The present method also exhibits good functional-group compatibility. The mechanism of this new ring-opening trifluoromethylation reaction was investigated by radical trapping reactions.
Synthesis of β-CF 3 Ketones through Copper/Silver Cocatalyzed Oxidative Coupling of Enol Acetates with ICH 2 CF 3
Xiong, Yi,Chen, De,Zeng, Sheng,Cheng, Chaozhihui,Wang, Pengjie,Deng, Wei,Xiang, Jiannan,Yi, Niannian
supporting information, p. 2279 - 2282 (2018/10/20)
A simple method for the synthesis of β-CF 3 ketones through copper/silver cocatalyzed oxidative coupling of enol acetates with ICH 2 CF 3 has been developed. Enol acetates were chosen as the source of carbonyl group, giving the β-CF 3 ketones in moderate yields. Control experiments imply that a radical process maybe involved in this reaction.
Visible-Light-Induced Photocatalysis of 1,1,1-Trifluoro-2-iodoethane with Alkylalkenes and Silyl Enol Ethers
Huang, Meiwei,Li, Lun,Zhao, Zhi-Gang,Chen, Qing-Yun,Guo, Yong
, p. 3891 - 3900 (2015/12/18)
Reactions of 1,1,1-trifluoro-2-iodoethane with alkylalkenes and silyl enol ethers were performed in the presence of a catalytic amount of fac-Ir(ppy)3 and an excessive amount of Hünig's base in acetonitrile irradiated by a 24 W fluorescent lamp under nitrogen atmosphere for 48 hours. The visible-light-induced photoredox reactions introduce simultaneously a 2,2,2-trifluoroethyl group and an iodine atom to both sides of the double bond of ordinary alkenes via an atom-transfer radical addition (ATRA). The same reaction with silyl enol ethers generates β-trifluoromethyl ketones, which are typically a challenge to synthesize. The reactions proved to be tolerant of a variety of functionalities.
Oxidative 3,3,3-trifluoropropylation of arylaldehydes
Ikeda, Akari,Omote, Masaaki,Nomura, Shiho,Tanaka, Miyuu,Tarui, Atsushi,Sato, Kazuyuki,Ando, Akira
supporting information, p. 2417 - 2421 (2014/01/06)
A reaction between (E)-trimethyl(3,3,3-trifluoroprop-1-en-1-yl)silane (1) and arylaldehydes 2 was triggered by fluoride anions to afford aryl 3,3,3-trifluoropropyl ketones 3 in moderate to good yield. A mechanistic study of this reaction indicated that it occurred via an allyl alkoxide (4). A subsequent 1,3-proton shift of the benzylic proton of 4 forms 3. This reaction involves oxidative 3,3,3-trifluoropropylation of an arylaldehyde to afford 4,4,4-trifluoro-1-arylbutan-1-one.
