13541-19-0Relevant articles and documents
Redox-Neutral Tetrafluoroethylation of Aryl Alkynes with 1,1,2,2-Tetrafluoroethane Sulfonic Acid Leading to α-Tetrafluoroethylated Acetophenones
Kawamoto, Takuji,Noguchi, Kohki,Takata, Ryotaro,Sasaki, Rio,Matsubara, Hiroshi,Kamimura, Akio
, p. 9529 - 9534 (2021)
The redox-neutral tetrafluoroethylation of alkynes with 1,1,2,2-tetrafluroroethanesulfonic acid (TFESA) and azobis(isobutyronitrile) (AIBN) proceeds via the formation of vinyl tetrafluoroethanesulfonates followed by a radical tetrafluoroethylation. Experimental and theoretical results support an intermolecular reaction.
Method for preparing hydroxyl and trifluoromethyl substituted compounds through reaction of olefin and trifluo-romethyl bromide
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Paragraph 0050-0058; 0231-0238, (2020/01/14)
The invention discloses a method for preparing hydroxyl and trifluoromethyl substituted compounds through olefin addition reaction. According to the method, a compound containing carbon-carbon doublebonds and trifluo-romethyl bromide are taken as raw materials, a metal salt-tertiary amine system is taken as a catalyst, air is taken as an oxidizing agent, carbon-carbon double bonds can be subjected to addition reaction, and compounds with hydroxyl substitution and trifluoromethyl substitution at the same time are prepared; wherein the metal salt is one or more selected from a cobalt salt, a silver salt, a bismuth salt, a nickel salt, an iron salt or a copper salt; the tertiary amine is N-isopropyl-N-methyl-tert-butylamine or N, N-diisopropylethylamine. According to the method, the metal salt-tertiary amine system is taken as a catalyst for the first time, hydroxyl substitution and trifluoromethyl substitution of olefins are realized, one-step reaction is enough, reaction process conditions are mild, reaction raw materials are cheap and easily available, cost is low, reaction substrates have strong applicability, and can participate in the reaction as long as carbon-carbon double bonds exist in the structures, and are not influenced by substituent groups on double bond carbon atoms, and the product yield is high.
Catalyst-Free Oxytrifluoromethylation of Alkenes through Paired Electrolysis in Organic-Aqueous Media
Jud, Wolfgang,Kappe, C. Oliver,Cantillo, David
supporting information, p. 17234 - 17238 (2018/11/10)
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.
