132665-55-5Relevant academic research and scientific papers
A Series of Deoxyfluorination Reagents Featuring OCF2Functional Groups
Cao, Wei,Chen, Qing-Yun,Guo, Yong,Su, Zhaoben,Wu, Chengying,Zhao, Shiyu
, (2020)
Research on perfluoroalkyl ether carboxylic acids (PFECAs) as alternatives for perfluoroalkyl substances continues with the goal of protecting the environment. However, very little is known about the utilization of decomposition products of PFECAs. We report herein a new series of deoxyfluorination reagents featuring OCF2 functional groups derived from certain PFECAs. Alkyl fluorides were generated from various alcohols in ≤97% yield by these novel reagents. The mechanistic experiment verified in situ generation of carbonic difluoride (COF2).
A novel fluorinated erythromycin antibiotic
Goss, Rebecca J. M.,Hong, Hui
, p. 3983 - 3985 (2005)
A novel fluorinated erythromycin (16-fluoroerythromycin A) has been produced by Saccharopolyspora erythraea ERMD1, using precursor-directed biosynthesis. The Royal Society of Chemistry 2005.
Deoxofluorination reactions using N,N-disubstituted aminodifluorosulfinium tetrafluoroborate salts
Mahé, Olivier,L'Heureux, Alexandre,Couturier, Michel,Bennett, Christopher,Clayton, Simon,Tovell, David,Beaulieu, Francis,Paquin, Jean-Fran?ois
, p. 57 - 60 (2013)
The synthesis of N,N-disubstituted aminodifluorosulfinium tetrafluoroborate salts is reported, and their behavior as deoxofluorinating agent was evaluated. The deoxofluorination reactions were performed using a primary alcohol, a secondary alcohol and a ketone. Results show that subtle modification of the structure of the reagents can noticeably affect the reactivity and the selectivity in deoxofluorination reactions.
Nickel-Catalyzed Hydrofluorination of Unactivated Alkenes through a HAT Pathway
Song, Peihong,Zhu, Shaolin
, p. 13165 - 13170 (2020)
We report the hydrofluorination of unactivated alkenes using N-fluorobenzenesulfonimide as a fluorination reagent. The reaction produces exclusively Markovnikov hydrofluorination products under mild conditions. It is not affected by air or moisture and us
Nucleophilic fluorination using imidazolium based ionic liquid bearing tert-alcohol moiety
Shinde, Sandip S.,Patil, Sunil N.,Ghatge, Amruta,Kumar, Pradeep
, p. 4368 - 4374 (2015)
An ionic liquid bearing tert-butanol moiety ([mim-tOH][OMs]) was employed as an organocatalyst in the nucleophilic fluorination of a variety of substrates containing halogen/sulfonate as a leaving group. Low reactive metal fluorides, including KF, were used as a fluoride source in the reaction. Ionic liquid [mim-tOH][OMs] has shown excellent selectivity in nucleophilic fluorination of 2-(3-bromopropyloxy)naphthalene with KF or CsF affording 2-(3-fluoropropyloxy)-naphthalene in high yields. Among the various solvents screened, the activity of alkali metal fluoride was found to be better due to the improved solubility of both the metal fluoride and [mim-tOH][OMs] in the acetonitrile media.
Deoxyfluorination of alcohols with aryl fluorosulfonates
Fei, Zhongbo,Hu, Jinbo,Li, Wei,Liu, Qinghe,Ni, Chuanfa,Wang, Xiu,Zhou, Min
supporting information, p. 8170 - 8173 (2021/08/23)
Aryl fluorosulfonates are developed as a deoxyfluorinating reagent in the transformation of primary and secondary alcohols into the corresponding alkyl fluorides. These reagents feature easy availability, low-cost, high stability and high efficiency. Diverse functionalities including aldehyde, ketone, ester, halogen, nitro, alkene, and alkyne are well tolerated under mild reaction conditions.
Fluorination reagent and deoxygenation fluorination method
-
Paragraph 0066-0116; 0127-0138; 0165-0166, (2020/12/30)
In order to overcome the problems of high cost and poor stability of the existing deoxidation fluorination reagent, the invention provides a fluorination reagent. The fluorination reagent comprises acation M and an anion, and the anion is selected from one or more of the following perfluoropolyether chain carboxylic acid anions: CF3 (OCF2) nCO2, and n is selected from 1-10. Meanwhile, the invention further discloses a deoxidation fluorination method. The fluorination reagent provided by the invention has the advantages that the materials are easy to obtain, the fluorination products can beobtained at higher yield for various alcohol substrates, and the universality for different alcohol substrates is better.
Deoxyfluorination with CuF2: Enabled by Using a Lewis Base Activating Group
Bode, Bela E.,Chabbra, Sonia,Champion, Sue,Dawson, Daniel M.,Sood, D. Eilidh,Sutherland, Andrew,Watson, Allan J. B.
supporting information, p. 8460 - 8463 (2020/04/10)
Deoxyfluorination is a primary method for the formation of C?F bonds. Bespoke reagents are commonly used because of issues associated with the low reactivity of metal fluorides. Reported here is the development of a simple strategy for deoxyfluorination, using first-row transition-metal fluorides, and it overcomes these limitations. Using CuF2 as an exemplar, activation of an O-alkylisourea adduct, formed in situ, allows effective nucleophilic fluoride transfer to a range of primary and secondary alcohols. Spectroscopic investigations have been used to probe the origin of the enhanced reactivity of CuF2. The utility of the process in enabling 18F-radiolabeling is also presented.
Nitrogen-phosphine ligand coordination type trifluoromethoxylation reagent, preparation method and application thereof
-
Paragraph 0236-0242, (2020/06/17)
The invention discloses a nitrogen-phosphine ligand coordination type trifluoromethoxylation reagent, a preparation method and application thereof. According to the nitrogen-phosphine ligand coordination type trifluoromethoxylation reagent represented by a formula I, a trifluoromethoxy compound is directly prepared by taking primary or secondary p-nitrobenzenesulfonate as a substrate. According tothe invention, the nitrogen-phosphine ligand coordination type trifluoromethoxylation reagent represented by the formula I can inhibit the generation of monofluoro-substituted by-products in an SN2 nucleophilic substitution reaction, so that the trifluoromethoxy compound with high stereospecificity and optical activity is obtained at a high yield.
Alcohol compound-based in-situ deoxygenation fluorination synthesis method and alcohol compound-based F radiolabeling method
-
Paragraph 0043-0045; 0061-0063, (2020/02/14)
The invention discloses an alcohol compound-based in-situ deoxidation fluorination synthesis method and an alcohol compound-based F radiolabeling method. Alkyl alcohols such as 4-phenyl-1-butanol,which are used as raw materials, react with trifluorome
