7189-69-7Relevant academic research and scientific papers
SULFONYLDIAZOLES AND N-(FLUOROSULFONYL)AZOLES, AND METHODS OF MAKING THE SAME
-
Paragraph 159; 0114; 0115; 0122; 0123; 0154; 0159; 0160, (2020/10/21)
The present disclosure provides methods for producing N-(fluorosulfonyl)azoles, sulfonyldiazoles, or related derivatives thereof; and the related products including N- (fluorosulfonyl)azoles, sulfonyldiazoles, and related derivatives thereof. For example, an N- (fluorosulfonyl)azole is obtained by reaction of sulfuryl fluoride with an azoles, an azole anion compound, a silylazole, or a combination thereof. Symmetric and asymmetric sulfonyldiazoles are obtained by further reaction of such an N-(fluorosulfonyl)azole with azoles, azole anion compounds, or silylazoles. A sulfonyldiazole can be also produced by reacting sulfuryl fluoride with an azole, a silylazole, or a combination thereof in one pot.
Preparation method of sulfonyldiimidazole-based ionic liquid
-
Page/Page column 5; 6, (2019/10/17)
The invention discloses a preparation method of a sulfonyldiimidazole-based ionic liquid. The preparation method comprises the steps of adding a certain quantity of imidazole into a nonaqueous solvent, stirring to allow full dissolution, reducing the reaction temperature, dropwise adding sulfonyl chloride, removing the nonaqueous solvent after reaction, crystallizing to obtain sulfonyldiimidazoleintermediate, continuing to dissolve the intermediate in another nonaqueous solvent, dropwise adding a halogenated alkane, and allowing to react to obtain alkyl-substituted sulfonyldiimidazole bromide; dissolving the alkyl-substituted sulfonyldiimidazole bromide in water, adding a lithium salt, carrying out ion exchanging, and separating and extracting to obtain the sulfonyldiimidazole-based ionicliquid. The sulfonyldiimidazole-based ionic liquid provided herein has novel structure and high reaction yield; when applied as a lithium-ion battery electrolyte additive, the sulfonyldiimidazole-based ionic liquid can improve evidently the high voltage resistance of batteries.
Introduction of Aryl Fluorosulfates into the Realm of Catellani Reaction Substrates
Bieliū Nas, Vidmantas,De Borggraeve, Wim M.
, p. 15706 - 15717 (2019/11/21)
Application of activated phenol fluorosulfates as substrates in a Pd/NBE mediated sequential alkylation-arylation, commonly known as a Catellani reaction, is presented. These substrates provide a level of complementarity to the commonly used aryl halides and, in combination with a plethora of existing Catellani reaction variations, enable even wider application of this powerful synthetic tool.
Sulfuryl Fluoride Mediated Conversion of Aldehydes to Nitriles
Gurjar, Jitendra,Bater, Jorick,Fokin, Valery V.
supporting information, p. 1906 - 1909 (2019/01/24)
Aliphatic, aromatic, and heteroaromatic aldehydes were readily converted to corresponding nitriles in a one-pot reaction sequence with hydroxylamine and sulfuryl fluoride. The reaction proceeds at room temperature, does not require metal catalysts and special precautions, and produces nitriles in excellent yields. It is compatible with a variety of functional groups, can be performed in aqueous and organic solvents, and is readily scalable to multigram quantities. Mild conditions and high selectivity of the reaction enabled the construction of polyfunctional probes containing nitrile, alkyne, azide, and fluorosulfate groups for further orthogonal derivatization.
Ex situ generation of sulfuryl fluoride for the synthesis of aryl fluorosulfates
Veryser, Cedrick,Demaerel, Joachim,Bieliunas, Vidmantas,Gilles, Philippe,De Borggraeve, Wim M.
supporting information, p. 5244 - 5247 (2017/11/06)
A convenient transformation of phenols into the corresponding aryl fluorosulfates is presented: the first protocol to completely circumvent direct handling of gaseous sulfuryl fluoride (SO2F2). The proposed method employs 1,1'-sulfonyldiimidazole as a precursor to generate near-stoichiometric amounts of SO2F2 gas using a two-chamber reactor. With NMR studies, it was shown that this ex situ gas evolution is extremely rapid, and a variety of phenols and hydroxylated heteroarenes were fluorosulfated in good to excellent yields.
SYNTHETIC N-ACETYL-MURAMIC ACID DERIVATIVES AND USES THEREOF
-
Page/Page column 8, (2016/11/17)
The present invention provides N-acetyl-muramic acid (NAM) derivatives having Formula I, wherein Xa is selected from the group consisting of X1-X59, Ya is selected from the group consisting of H, monophosphate, uridine diphosphate and ethyl azide linker prepared from 2-azido-ethanol, and Za is selected from the group consisting of OH, an ethylene diamine coupled fluorophore, a peptide and a peptide with an ethylene diamine coupled fluorophore, wherein the peptide is selected from the group consisting of a monopeptide, a dipeptide, a tripeptide and a pentapeptide. Also provided are methods for synthesizing NAM derivatives and methods for modulating Nod2 in cells, modifying bacterial cell wall or modulating innate immune response by a subject to bacterial cells upon exposure to NAM derivatives.
Microwave-promoted copper-free Sonogashira-Hagihara couplings of aryl imidazolylsulfonates in water
Civicos, Jose F.,Alonso, Diego A.,Najera, Carmen
supporting information, p. 203 - 208 (2013/03/14)
Aryl imidazol-1-ylsulfonates have been efficiently cross-coupled with aryl-, alkyl-, and silylacetylenes in neat water under copper-free conditions at 110 °C assisted by microwave irradiation. Using 0.5mol% of an oxime palladacycle as precatalyst, 2-dicyclohexylphosphino-2′,6′- dimethoxybiphenyl (SPhos, 2mol%) as ligand, hexadecyltrimethylammonium bromide (CTAB) as additive, and triethylamine (TEA) as base, a wide array of disubstituted alkynes has been prepared in good to high yields in only 30min. Copyright
A safe and facile route to imidazole-1-sulfonyl azide as a diazotransfer reagent
Ye, Hui,Liu, Ruihua,Li, Dongmei,Liu, Yonghui,Yuan, Haixin,Guo, Weikang,Zhou, Lifei,Cao, Xuefeng,Tian, Hongqi,Shen, Jie,Wang, Peng George
supporting information, p. 18 - 21 (2013/03/29)
A facile approach to the diazotransfer reagent of imidazole-1-sulfonyl azide was reported. The procedure was well optimized to clarify potential explosion risks. A high production yield as well as small batch variation was achieved even without careful pretreatment of reagents and solvents. HPLC and NMR methods to monitor the process were provided. These features made this protocol suitable for large scale preparation in academia and industry as well.
SULFAMIDE SODIUM CHANNEL INHIBITORS
-
Page/Page column 53, (2013/09/26)
The present invention provides compounds of Formula I, or pharmaceutically acceptable salts thereof, that are inhibitors of voltage-gated sodium channels, in particular Nav 1.7. The compounds are useful for the treatment of diseases treatable by inhibition of sodium channels such as pain disorders. Also provided are pharmaceutical compositions containing compounds of the present invention.
Oxime-palladacycle-catalyzed suzuki-miyaura arylation and alkenylation of aryl imidazolesulfonates under aqueous and phosphane-free conditions
Civicos, Jose Francisco,Alonso, Diego A.,Najera, Carmen
supporting information; experimental part, p. 3670 - 3676 (2012/07/31)
Aryl and hetaroaryl imidazole-1-sulfonates are efficiently arylated and alkenylated with aryl- and alkenylboronic acids and potassium trifluoroborates by using 0.5 mol-% palladacycles 1 or Pd(OAc)2 at 110 °C under aqueous and phosphane-free conditions. Reactions can be performed by using conventional or microwave heating, leading to biaryls, stilbenes, and alkenylarenes in good to high yields, and high regio- and diastereoselectivities. The optimized methodology allows in situ phenol sulfonylation and one-pot Suzuki arylation or alkenylation as well as orthogonal functionalization of halogen-containing aryl imidazolesulfonates.
