133860-74-9Relevant academic research and scientific papers
Synthesis of the first difunctional N-fluoro perfluoroalkylsulfonylimides, CF3SO2NFSO2(CF2) nSO2NFSO2CF3
Zhang, Jie,DesMarteau, Darryl D,Zuberi, Sharique,Ma, Jing-Ji,Xue, Lixin,Gillette, Samuel M,Blau, Hanne,Gerhardt, Rolf
, p. 45 - 48 (2002)
Synthesis of difunctional N,N′-difluoro perfluoroalkylsulfonamides, n = 4, 6 is reported. A related compound with an oxygen linkage CF3SO2NFSO2(CF2)2O(CF2)2SO2NFSOsub
Synthesis and comparison of N-fluorobis[(perfluoroalkyl)sulfonyl]imides with different perfluoroalkyl groups
Zhang, Jie,Desmarteau, Darryl D.
, p. 253 - 257 (2001)
N-fluorobis[(perfluoroalkyl)sulfonyl]imides, CF3SO2N(F)SO2Rf (Rf′=C4F9, C6F13, C8F17) and (C4F9SO2)2NF, were prepared by direct fluorination of corresponding N-H compounds using elemental fluorine without a solvent in good to excellent yields. All of these N-F compounds are electrophilic fluorination agents and can easily deliver F+ to certain molecules. Their reactions with aromatic rings, beta-diketones, and alkenes were investigated to compare their fluorination power.
Recyclable cinchona alkaloid catalyzed asymmetric Michael addition reaction
Huang, Xin,Yi, Wen-Bin,Ahad, Danash,Zhang, Wei
, p. 6064 - 6066 (2013)
A highly enantioselective and diastereoselective Michael addition reaction of α-fluoro-β-ketoesters with maleimides is catalyzed by fluorous cinchona alkaloid to afford two adjacent chiral centers. The catalyst attached with a perfluroalkyl tag can be rec
A Pd-Catalyzed [4 + 2] Annulation Approach to Fluorinated N-Heterocycles
García-Vázquez, Víctor,Hoteite, Larry,Lakeland, Christopher P.,Watson, David W.,Harrity, Joseph P. A.
supporting information, p. 2811 - 2815 (2021/05/05)
3-Fluoro- and trifluoromethylthio-piperidines represent important building blocks for discovery chemistry. We report a simple and efficient method to access analogs of these compounds that are armed with rich functionality allowing them to be chemoselectively derivatized with high diastereocontrol.
Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds
Zeng, Xiaojun,Lu, Zhichao,Liu, Shiwen,Hammond, Gerald B.,Xu, Bo
supporting information, p. 4062 - 4066 (2017/11/30)
We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).
2-fluoro -1,3-dicarbonyl compounds of manufacturing method
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Paragraph 0036; 0054; 0061-0063, (2016/11/21)
PROBLEM TO BE SOLVED: To provide a method of producing 2-fluoro-1,3-dicarbonyl compounds useful as synthetic intermediates of electronic material ingredients and medical and agricultural compounds, which provides a high yield and high selectivity.SOLUTION
A facile and mild approach for stereoselective synthesis of α-fluoro-α,β-unsaturated esters from α-fluoro-β-keto esters via deacylation
Qian, Jinlong,Yi, Wenbin,Lv, Meifang,Cai, Chun
supporting information, p. 127 - 132 (2015/02/02)
The highly stereoselective olefination reaction of α-fluoro-β-keto esters for the synthesis of α-fluoro-α,β-unsaturated esters has been developed. The olefination combines nucleophilic addition, intramolecular nucleophilic addition, and elimination in one step, as well as provides a facile synthetic approach to α-fluoro-α,β-unsaturated esters which are important units in many biologically active compounds and useful precursors in a variety of functional-group transformations.
Facile synthesis of 2-fluoro-1,3-dicarbonyl compounds with aqueous hydrofluoric acid mediated by iodosylarenes
Kitamura, Tsugio,Kuriki, Satoshi,Muta, Kensuke,Morshed, Mohammad Hasan,Muta, Kazutaka,Gondo, Keisuke,Hori, Yuji,Miyazaki, Masaya
, p. 3125 - 3130 (2013/12/04)
Direct fluorination of 1,3-dicarbonyl compounds including 1,3-diketones, 3-oxo esters, and 3-oxoamides was conducted using aqueous hydrofluoric acid with the aid of iodosylarenes, giving the corresponding 2-fluorinated products in good to high yields. Among the used iodosylarenes, o-iodosyltoluene was found to be the most effective, and the yield of 2-fluorinated products was improved. Georg Thieme Verlag Stuttgart New York.
Catalytic fluorination of 1,3-dicarbonyl compounds using iodoarene catalysts
Kitamura, Tsugio,Muta, Kazutaka,Kuriki, Satoshi
, p. 6118 - 6120 (2013/10/22)
Catalytic fluorination of 1,3-dicarbonyl compounds with aqueous hydrofluoric acid proceeded efficiently with the aid of iodoarene catalysts in the presence of m-CPBA as a terminal oxidant. o-Iodotoluene, o-iodoanisole, and o-ethyliodobenzene showed a high
One-pot fluorination and asymmetric Michael addition promoted by recyclable fluorous organocatalysts
Yi, Wen-Bin,Zhang, Zijuan,Huang, Xin,Tanner, Angela,Cai, Chun,Zhang, Wei
, p. 18267 - 18270 (2013/10/21)
A novel one-pot fluorination and asymmetric Michael addition reaction sequence promoted by recyclable fluorous bifunctional cinchona alkaloid-thiourea organocatalysts is introduced for the synthesis of α-fluoro-β- ketoesters bearing two chiral centers.
