- Polysulfonate supported chiral diamine-nickel catalysts: Synthesis and applications
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A series of chiral polysulfonate cyclohexyldiamine-Ni(II) catalysts were prepared via sulfur (VI) fluoride exchange click-reactions. The catalysts exhibited good catalytic activity and enantioselectivity in the Michael addition of malonates to nitroalkene
- Zhou, Jing-xuan,Zhu, Dong-yu,Chen, Jie,Zhang, Xue-jing,Yan, Ming,Chan, Albert S.C.
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supporting information
(2021/01/25)
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- REAGENTS FOR FLUOROSULFATING ALCOHOLS OR AMINES
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Disclosed herein are compounds of formula Ar—N(SO2F)2, wherein Ar is selected from an optionally substituted aryl, an optionally substituted five-membered heteroaryl, or an optionally substituted six-membered heteroaryl. Also disclosed are methods of synthesizing the above compounds by reacting a compound of formula Ar—NH—R9 with MN(SO2F)2.
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Paragraph 0087-0088; 0147-0148
(2019/02/24)
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- Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides
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A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride
- Gilles, Philippe,Veryser, Cedrick,Vangrunderbeeck, Sarah,Ceusters, Sam,Van Meervelt, Luc,De Borggraeve, Wim M.
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p. 1070 - 1078
(2019/01/24)
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- Bisfluorosulfonyl bisphenol phenyl ester preparation method
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The invention provides a bisfluorosulfonyl bisphenol phenyl ester preparation method, which comprises: carrying out a reaction on a monofluorosulfonyl imidazole salt and a bisphenol phenyl compound inan organic solvent at a temperature of 25-100 DEG C by
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Paragraph 0028; 0029; 0043
(2019/11/20)
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- Sulfur(VI) fluoride compounds and methods for the preparation thereof
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This application describes a compound represented by Formula (I): (I) wherein: Y is a biologically active organic core group comprising one or more of an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group, to which Z is covalently bonded; n is 1, 2, 3, 4 or 5; m is 1 or 2; Z is O, NR, or N; X1 is a covalent bond or —CH2CH2—, X2 is O or NR; and R comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group. Methods of preparing the compounds, methods of using the compounds, and pharmaceutical compositions comprising the compounds are described as well.
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Page/Page column 19; 20; 56
(2018/11/23)
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- Direct Access to Aryl Bis(trifluoromethyl)carbinols from Aryl Bromides or Fluorosulfates: Palladium-Catalyzed Carbonylation
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A palladium-catalyzed carbonylative approach for the direct conversion of (hetero)aryl bromides into their α,α-bis(trifluoromethyl)carbinols is described, and it employs only stoichiometric amounts of carbon monoxide and trifluoromethyltrimethylsilane. In addition, aryl fluorosulfates proved highly compatible with these reaction conditions. The method is tolerant of a diverse set of functional groups, and it is adaptable to late-stage carbon-isotope labeling.
- Domino, Katrine,Veryser, Cedrick,Wahlqvist, Benjamin A.,Gaardbo, Cecilie,Neumann, Karoline T.,Daasbjerg, Kim,De Borggraeve, Wim M.,Skrydstrup, Troels
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supporting information
p. 6858 - 6862
(2018/05/08)
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- A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F?SO2+” Donor of Unprecedented Reactivity, Selectivity, and Scope
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Sulfuryl fluoride, SO2F2, has been found to derivatize phenols in all kinds of environments, even those in highly functional molecules. We now report that a solid fluorosulfuryl imidazolium triflate salt delivers the same “F?SO2+” fragment to Nu?H acceptor groups in the substrates. However, this triflate salt is a far more reactive fluorosulfurylating agent than SO2F2 and displays selectivity preferences of its own. Moreover, the new azolium triflate reagent reacts once with primary amines and anilines before the reaction stops. On the other hand, with triethylamine and two equivalents of the “F?SO2+” donor present, it proceeds on to the bis(fluorosulfuryl)imides in good yield—two important conversions that we have never seen with sulfuryl fluoride as the electrophile.
- Guo, Taijie,Meng, Genyi,Zhan, Xiongjie,Yang, Qian,Ma, Tiancheng,Xu, Long,Sharpless, K. Barry,Dong, Jiajia
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supporting information
p. 2605 - 2610
(2018/02/06)
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- Fluorine-containing sulfonyl compound as well as intermediate, preparation method and application thereof
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The invention discloses a fluorine-containing sulfonyl compound as well as an intermediate, a preparation method and application thereof. The fluorine-containing sulfonyl compound disclosed by the invention comprises positive ions and negative ions, wherein the positive ions are shown as the formula I. The fluorine-containing sulfonyl compound can react with substrates to effectively synthetize the fluorine-containing sulfonyl compound; the toxicity is low; the preparation is simple; the use is convenient; the fluorine-containing sulfonyl compound is in a solid stable state at normal temperature. In addition, the substrate applicability of the compound is extremely wide, and a phenol compound and an amine compound can be included; the fluorine-containing sulfonyl compound is a unique solidformation reagent capable of realizing the chemical conversion at present, so that important academic and application values are realized. The formula I is shown in the description.
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Paragraph 0162; 0163; 0164; 0165; 0166; 0167
(2018/05/24)
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- Aryl fluorosulfate analogues as potent antimicrobial agents: SAR, cytotoxicity and docking studies
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A series of aryl fluorosulfate analogues (1–37) were synthesized and tested for in vitro antibacterial and antifungal studies, and validated by docking studies. The compounds 9, 12, 14, 19, 25, 26, 35, 36 and 37 exhibited superior antibacterial potency ag
- Ravindar, Lekkala,Bukhari,Rakesh,Manukumar,Vivek,Mallesha,Xie, Zhi-Zhong,Qin, Hua-Li
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p. 107 - 118
(2018/08/21)
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- POLYMERIZATION OF SILYL- AND FLUORO-CONTAINING MONOMERS
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Condensation of fluoro-substituted and silyl-substituted monomers provides polymers suitable for use, e.g., as engineering polymers. A monomer composition is condensed in the presence of a bifluoride or poly(hydrogen fluoride) fluoride salt. The monomer c
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Page/Page column 36
(2017/01/09)
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- SuFEx-based synthesis of polysulfates
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High-molecular-weight polysulfates are readily formed from aromatic bis(silyl ethers) and bis(fluorosulfates) in the presence of a base catalyst. The reaction is fast and proceeds well under neat conditions or in solvents, such as dimethyl formamide or N-methylpyrrolidone, to provide the desired polymers in nearly quantitative yield. These polymers are more resistant to chemical degradation than their polycarbonate analogues and exhibit excellent mechanical, optical, and oxygen-barrier properties. High-molecular-weight polysulfates are readily formed from aromatic bis(silyl ethers) and bis(fluorosulfates) in the presence of a base catalyst. The polymers were obtained in nearly quantitative yield under neat conditions, they are more resistant to chemical degradation than their polycarbonate analogues and exhibit excellent mechanical, optical, and oxygen-barrier properties. BPA=bisphenol A.
- Dong, Jiajia,Sharpless, K. Barry,Kwisnek, Luke,Oakdale, James S.,Fokin, Valery V.
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supporting information
p. 9466 - 9470
(2014/11/07)
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