1248718-01-5Relevant academic research and scientific papers
Catalyst-Free Oxytrifluoromethylation of Alkenes through Paired Electrolysis in Organic-Aqueous Media
Jud, Wolfgang,Kappe, C. Oliver,Cantillo, David
, p. 17234 - 17238 (2018)
A mild, catalyst-free electrochemical oxytrifluoromethylation of alkenes has been developed. The procedure is based on the paired electrolysis of sodium triflinate and water in an undivided cell. Anodic oxidation of the triflinate anion generates trifluoromethyl radicals that react with the alkene. Water plays a dual role as oxidant for the cathode and nucleophile. The method has been utilized to prepare a diverse set of 1-hydroxy-2-trifluoromethyl compounds in moderate to excellent yields (27–94 %). Alcohols have also been tested as nucleophiles for this versatile method with moderate yields. Facile recycling of the electrolyte has been demonstrated, and application of electricity avoids the use of stoichiometric amounts of oxidizers in a safe and environmentally benign reaction.
Sunlight-driven trifluoromethylation of olefinic substrates by photoredox catalysis: A green organic process
Akita, Munetaka,Koike, Takashi
, p. 742 - 751 (2015/07/15)
The principles and utility of photoredox catalysis in organic synthesis are described. After a brief description of the features of the two types of catalytic photoredox processes following the reductive quenching cycle (RQC) and the oxidative quenching cycle (OQC), the discussion is focused on organic transformations based on OQC, in particular the trifluoromethylation of olefinic substrates with electrophilic trifluoromethylating reagents furnishing solvolytic addition products and substitution products. It is concluded that catalytic photoredox systems are green from the point of view of harmfulness, safety, and energy source (visible light, including sunlight). Future prospects of photoredox catalysis will be also discussed.
A practical method for metal-free radical trifluoromethylation of styrenes with NaSO2CF3
Luo, Hai-Qing,Zhang, Zhi-Peng,Dong, Wen,Luo, Xu-Zhong
supporting information, p. 1307 - 1311 (2014/06/10)
A mild and practical protocol for the metal-free trifluoromethylation of styrenes using NaSO2CF3 (Langlois reagent) and TBHP was developed. The approach provides efficient access to α-trifluoromethylated ketones and alcohols in moderate to good yields. Georg Thieme Verlag Stuttgart New York.
