- THE MECHANISM OF THE REACTION OF ARYLOXYTRIMETHYLSTANNANE WITH METHANESULFONYL CHLORIDE
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A kinetic study has been conducted for the reaction of aryloxytrimethylstannane with methanesulfonyl chloride.Substituent effect was found to be dependent on the solvent and obscure solvent effect was observed.A mechanism has been suggested involving nearly concerted four-center transition state.
- Kozuka, Seizi,Yamaguchi, Shigeru,Tagaki, Waichiro
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- A new preparative method of aryl sulfonate esters by using cyclic organobismuth reagents
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A new method for the preparation of aryl sulfonate esters by using a cyclic pentavalent bismuth is described. Aryl sulfonate esters are formed in good to high yields by treating 10-arylphenothiabismine 5,5-dioxides, m-chloroperoxybenzoicacid (m-CPBA)and various sulfonic acids in dichloromethane.
- Sakurai, Naoto,Mukaiyama, Teruaki
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- New preparative method of aryl tosylates by using organobismuth reagents
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A new method for the preparation of aryl tosylates by using pentavalent bismuth is described. Treatment of 10-arylphenothiabismine 5,5-dioxides, m-chloroperoxybenzoic acid (MCPBA) and p-toluenesulfonic acid monohydrate in dichloromethane affords aryl tosy
- Sakurai, Naoto,Mukaiyama, Teruaki
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- Synthesis of no-carrier-added [11C]methanesulfonyl chloride as a new labeling agent for PET radiopharmaceutical development
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Three methods are described for labeling methanesulfonyl (mesyl) chloride with no-carrier-added (NCA) carbon-11 (t1/2 = 20.4min; β + = 99.8%) to provide a new labeling agent of potential value in radiopharmaceutical development for p
- McCarron, Julie A.,Pike, Victor W.
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Read Online
- Fluorovinylsulfones and -Sulfonates as Potent Covalent Reversible Inhibitors of the Trypanosomal Cysteine Protease Rhodesain: Structure-Activity Relationship, Inhibition Mechanism, Metabolism, and in Vivo Studies
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Rhodesain is a major cysteine protease of Trypanosoma brucei rhodesiense, a pathogen causing Human African Trypanosomiasis, and a validated drug target. Recently, we reported the development of α-halovinylsulfones as a new class of covalent reversible cysteine protease inhibitors. Here, α-fluorovinylsulfones/-sulfonates were optimized for rhodesain based on molecular modeling approaches. 2d, the most potent and selective inhibitor in the series, shows a single-digit nanomolar affinity and high selectivity toward mammalian cathepsins B and L. Enzymatic dilution assays and MS experiments indicate that 2d is a slow-tight binder (Ki = 3 nM). Furthermore, the nonfluorinated 2d-(H) shows favorable metabolism and biodistribution by accumulation in mice brain tissue after intraperitoneal and oral administration. The highest antitrypanosomal activity was observed for inhibitors with an N-terminal 2,3-dihydrobenzo[b][1,4]dioxine group and a 4-Me-Phe residue in P2 (2e/4e) with nanomolar EC50 values (0.14/0.80 μM). The different mechanisms of reversible and irreversible inhibitors were explained using QM/MM calculations and MD simulations.
- Jung, Sascha,Fuchs, Natalie,Johe, Patrick,Wagner, Annika,Diehl, Erika,Yuliani, Tri,Zimmer, Collin,Barthels, Fabian,Zimmermann, Robert A.,Klein, Philipp,Waigel, Waldemar,Meyr, Jessica,Opatz, Till,Tenzer, Stefan,Distler, Ute,R?der, Hans-Joachim,Kersten, Christian,Engels, Bernd,Hellmich, Ute A.,Klein, Jochen,Schirmeister, Tanja
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p. 12322 - 12358
(2021/09/02)
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- Identification of organophosphorus simulants for the development of next-generation detection technologies
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Organophosphorus (OP) chemical warfare agents (CWAs) represent an ongoing threat but the understandable widespread prohibition of their use places limitations on the development of technologies to counter the effects of any OP CWA release. Herein, we describe new, accessible methods for the identification of appropriate molecular simulants to mimic the hydrogen bond accepting capacity of the PO moiety, common to every member of this class of CWAs. Using the predictive methodologies developed herein, we have identified OP CWA hydrogen bond acceptor simulants for soman and sarin. It is hoped that the effective use of these physical property specific simulants will aid future countermeasure developments.
- Ellaby, Rebecca J.,Clark, Ewan R.,Allen, Nyasha,Taylor, Faith R.,Ng, Kendrick K. L.,Dimitrovski, Milan,Chu, Dominique F.,Mulvihill, Daniel P.,Hiscock, Jennifer R.
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p. 2008 - 2014
(2021/03/16)
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- Sulfonyl Fluoride Synthesis through Electrochemical Oxidative Coupling of Thiols and Potassium Fluoride
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Sulfonyl fluorides are valuable synthetic motifs for a variety of applications, among which sulfur(VI) fluoride exchange-based "click chemistry" is currently the most prominent. Consequently, the development of novel and efficient synthetic methods to access these functional groups is of great interest. Herein, we report a mild and environmentally benign electrochemical approach to prepare sulfonyl fluorides using thiols or disulfides, as widely available starting materials, in combination with KF, as an inexpensive, abundant and safe fluoride source. No additional oxidants nor additional catalysts are required and, due to mild reaction conditions, the reaction displays a broad substrate scope, including a variety of alkyl, benzyl, aryl and heteroaryl thiols or disulfides.
- Laudadio, Gabriele,Bartolomeu, Aloisio De A.,Verwijlen, Lucas M. H. M.,Cao, Yiran,De Oliveira, Kleber T.,No?l, Timothy
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supporting information
p. 11832 - 11836
(2019/08/26)
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- Efficient synthesis of organic thioacetates in water
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Thioacetates as precursors of thiols are interesting starting points for synthesizing other organosulfur compounds. Herein, we propose a simple, efficient and fast method to obtain organic thioacetates using water as a solvent. Taking into account the great attention that has been paid toward environmentally friendly synthetic procedures in the past decades, we prove the role and the strength of the thioacetate anion as a nucleophile for nucleophilic displacement reactions in an aqueous medium. The reactions were carried out under pH control, to prevent the decomposition of the mesylate starting materials, using potassium carbonate as a safe and mild base. A simple work up allows products to be obtained with excellent yield and acceptable purity.
- Olivito,Costanzo,Di Gioia,Nardi,Oliverio,Procopio
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supporting information
p. 7753 - 7759
(2018/11/02)
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- Alkali antioxidant containing Paichongding aqueous suspending agent
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The invention relates to an alkali antioxidant containing paichongding aqueous suspending agent which comprises the following components in parts by weight: 40-50 parts of paichongding, 20-25 parts ofa sulfo-phenol antioxidant, 2-4 parts of potassium sorb
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Paragraph 0058-0061
(2018/03/23)
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- Late-Stage Aromatic C-H Oxygenation
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Synthetic methods for oxidative aromatic C-O bond formation are sparse, despite their demand in metabolite synthesis for drug discovery and development. We report a novel methodology for late-stage C-O bond formation of arenes. The reaction proceeds with excellent functional group tolerance even for highly functionalized substrates. The resulting aryl mesylates provide access to potential human metabolites of pharmaceuticals, and may be used directly to install a C-F bond to block metabolic hotspots. A charge-transfer interaction between the reagent bis(methanesulfonyl) peroxide and the substrate arenes may be relevant for the chemoselective functionalization of arenes over other functional groups.
- B?rgel, Jonas,Tanwar, Lalita,Berger, Florian,Ritter, Tobias
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supporting information
p. 16026 - 16031
(2018/12/13)
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- Selective caspase inhibitors and uses thereof
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The present invention relates to compounds of Formula I, IA, II, HA, III, or IHA and their pharmaceutical uses. Particular aspects of the invention relate to the use of those compounds for the selective inhibition of one or more caspases. Also described are methods where the compounds of Formula I, IA, II, IIA, III, or IIIA are used in the prevention and/or treatment of various diseases and conditions in subjects, including caspase-mediated diseases such as sepsis, myocardial infarction, ischemic stroke, spinal cord injury (SCI), traumatic brain injury (TBI) and neurodegenerative disease (e.g. multiple sclerosis (MS) and Alzheimer's, Parkinson's, and Huntington's diseases).
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Page/Page column 103
(2017/02/28)
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- Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
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Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding
- Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy
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supporting information
p. 2578 - 2585
(2015/09/01)
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- Dimerization of Aryl Sulfonates by in situ Generated Nickel(0)
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A mild and user-friendly nickel-catalyzed method for the reductive homocoupling of aromatic tosylates is presented. The reaction proceeds between room temperature and 60 °C, with stable substrates (ArOTs) easily prepared from inexpensive and commercially available phenols or naphthols. It relies on a catalytic amount (10 mol%) of a robust catalyst (NiBr2bipy) that does not require the preparation of sensitive organometallic intermediates. Yields are good to excellent.
- Maddaluno, Jacques,Durandetti, Muriel
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supporting information
p. 2385 - 2388
(2015/10/19)
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- Cyanation of unactivated aryl chlorides and aryl mesylates catalyzed by palladium and hemilabile MOP-type ligands
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Palladium-catalyzed cyanation of aryl halides and pseudo halides with potassium hexacyanoferrate is described employing the hemilabile, bulky, and electron-rich MOP-type ligands. When the mixture of t-BuOH and H2O was used as the solvent and K2CO3 as the base, the MOP-type ligands showed high efficiency for the palladium-catalyzed cyanation. The effect of ligand structure was studied in detail, and 2-di-tert-butylphosphino-2′-isopropoxy-1,1′-binaphthyl was the more effective for the cyanation. The catalyst system allows the cyanation of unactivated aryl chlorides, and even aryl mesylates to occur in good yields. Furthermore, the reactivity of different arylated reagents in the catalytic system was found to be: ArBr > ArCl >> ArOMs > ArOSO2Im > ArOSO2NMe2.
- Tu, Yahui,Zhang, Yi,Xu, Sheng,Zhang, Zhaoguo,Xie, Xiaomin
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supporting information
p. 2938 - 2942
(2015/01/16)
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- Scope of direct arylation of fluorinated aromatics with aryl sulfonates
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The scope and limitations of direct arylation of fluorinated aromatics with aryl sulfonates was examined. Pd(OAc)2, in the presence of MePhos and KOAc in THF, efficiently catalyzed the direct arylation of fluoro aromatics with aryl triflates un
- Chang, Joyce Wei Wei,Chia, Eugene Yurong,Chai, Christina Li Lin,Seayad, Jayasree
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supporting information; experimental part
p. 2289 - 2299
(2012/04/10)
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- Nickel-catalyzed C-P coupling of aryl mesylates and tosylates with H(O)PR1R2
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A method was developed for the nickel-catalyzed phosphonylation of aryl mesylates and tosylates with H(O)PR1R2. To the best of our knowledge, this is the first example of nickel-catalyzed C-P coupling of aryl mesylates and tosylates. Most of the substrates gave moderate to good yields under our catalytic system.
- Shen, Chaoren,Yang, Guoqiang,Zhang, Wanbin
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supporting information; body text
p. 3500 - 3505
(2012/05/20)
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- Simple methanesulfonates are hydrolyzed by the sulfatase carbonic anhydrase activity
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The possible sulfatase activity of several carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated with a series of synthesized methanesulfonate derivatives of phenols. Four α-CA isozymes, i.e. hCA I, hCA II, hCA IV and hCA VI (h=human isoform), were included in the study. We evidenced that the original sulfonate esters are being hydrolyzed effectively to the corresponding phenols which there after act as CA inhibitors. The KI-s of these compounds ranged from 10.24 to 4012 μM against hCA I, 0.10 to 35.42 μM against hCA II, 0.49 to 45.06 μM against hCA IV and 3.27 to 608 μM against CA VI, respectively. The relevant sulfatase activity of CA with these esters is amazing considering the fact that 4-nitrophenyl-sulfate, an activated ester, is not a substrate of these enzymes.
- Kazancio?lu, Elif Akin,Güney, Murat,?entürk, Murat,Supuran, Claudiu T.
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p. 880 - 885
(2013/02/23)
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- Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn
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(Chemical Presented) The mixed-ligand system NiCl2(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electrondeficient aryl mesylates and tosylates. The ad
- Wilson, Daniela A.,Wilson, Christopher J.,Moldoveanu, Costel,Resmerita, Ana-Maria,Corcoran, Patrick,Hoang, Lisa M.,Rosen, Brad M.,Percec, Virgil
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supporting information; experimental part
p. 1800 - 1801
(2010/04/24)
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- Suzuki-Miyaura coupling of aryl tosylates and mesylates in water
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The palladium complex (0.5 mol-%) of a water-soluble sulfonated fluorenylphosphane (cataCXium Fsulf) enables the facile Suzuki-Miyaura coupling of various (heterocyclic) aryl tosylates and aryl mesylate with various (heterocyclic) boronic acids in excellent yields (> 95%) using water as the reaction solvent.
- Pschierer, Jan,Plenio, Herbert
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supporting information; experimental part
p. 2934 - 2937
(2010/08/07)
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- A novel synthesis of aryl mesylates via one-pot demethylation-mesylation of aryl methyl ethers using a mixture of phosphorus pentoxide in methanesulfonic acid
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A simple, efficient, and new method has been developed for the synthesis of aryl mesylates via one-pot demethylation-mesylation of aryl methyl ethers. Treatment of a variety of aryl methyl ethers with a mixture of phosphorus pentoxide in methanesulfonic a
- Kaboudin, Babak,Abedi, Yaghoub
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experimental part
p. 2025 - 2028
(2009/12/26)
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- 2,2′-bipyridine: An efficient ligand in the cobalt-catalyzed synthesis of organozinc reagents from aryl chlorides and sulfonates
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The synthesis of functionalized arylzinc reagents from aromatic chlorides, triflates, or mesylates, via cobalt catalysis, is reported using 2,2′-bipyridine as a ligand in a mixture of acetonitrile and pyridine. This procedure allows the synthesis of a variety of functionalized arylzinc species in good to excellent yields. Some of these arylzinc compounds have been coupled with aromatic bromides under palladium catalysis. Georg Thieme Verlag Stuttgart.
- Kazmierski, Igor,Gosmini, Corinne,Paris, Jean-Marc,Périchon, Jacques
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p. 881 - 884
(2007/10/03)
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- Study of regioselective methanesulfonylation of simple aromatics with methanesulfonic anhydride in the presence of zeolite catalysts
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Regioselective methanesulfonylation of simple aromatics using methanesulfonic anhydride can be achieved over zeolite catalysts. For example, methanesulfonylation of toluene over various cation-exchanged zeolite β catalysts affords higher para-selectivity in the synthesis of methyl tolyl sulfone than standard Friedel Crafts methanesulfonylation utilising aluminium chloride.
- Smith, Keith,Ewart, Gordon M.,El-Hiti, Gamal A.,Randles, Kenneth R.
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p. 3150 - 3154
(2007/10/03)
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- A simple preparation of aryl methanesulfonates by thermal decomposition of dry arenediazonium O-benzenedisulfonimides in methanesulfonic acid
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Aryl methansulfonates 3 (18 examples) were easily prepared by thermal decomposition of dry arenediazonium o-benzenedisulfonimides 1 in methanesulfonic acid (2). The reactions were carried out at temperatures between 60 and 120°C for times between 0.5 and 8 h. The aryl methanesulfonates were obtained in reproducible yield of 70-90%, with few exceptions. In all cases the o-benzenedisulfonimide (4) could be recovered in good yields which can then be reused to prepare the salts 1. When thermal decomposition of salts 1 was carried out in trifluoromethanesulfonic acid (5) at 90-120°C for 1-2 h, aryl trifluoromethanesulfonates 6 were obtained in 73-78% yield (3 examples).
- Barbero, Margherita,Degani, Iacopo,Dughera, Stefano,Fochi, Rita,Perracino, Paolo
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- Aryl Mesylates in Metal-Catalyzed Homocoupling and Cross-Coupling Reactions. 1. Functional Symmetrical Biaryls from Phenols via Nickel-Catalyzed Homocoupling of Their Mesylates
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Aryl sulfonates including mesylate derived from phenols are converted in high yields to biaryls by homocoupling in the presence of catalytic amounts of zero-valent nickel catalysts generated in situ.This reaction provides the most convenient method for the synthesis of many functional symmetrical biaryls and was applied to the preparation of 2,2'-, 3,3'-, and 4,4'-disubstituted biphenyls and other biaryls.The influence of the electronic and steric effects of substituents attached in the ortho, meta, and para positions of aryl sulfonates and the nature of the sulfonate leaving group on the yield of homocoupled product as well as their influence on the extent of various side reactions were investigated.In addition, the influence of the effects of the polarity and dryness of solvent, halide ion source and concentration, and ratio of catalyst and ligand to aryl sulfonate are discussed.
- Percec, Virgil,Bae, Jin-Young,Zhao, Mingyang,Hill, Dale H.
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p. 176 - 185
(2007/10/02)
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- Methods of using α-phosphonosulfonate squalene synthetase inhibitors including the treatment of atherosclerosis and hypercholesterolemia
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α-Phosphonosulfonate compounds are provided which inhibit the enzyme squalene synthetase and thereby inhibit cholesterol biosynthesis. These compounds have the formula STR1 wherein R2 is OR5 or R5a ; R3 and R5 are independently H, alkyl, arylalkyl, aryl or cycloalkyl; R5a is H, alkyl, arylalkyl or aryl; R4 is H, alkyl, aryl, arylalkyl, or cycloalkyl;, Z is H, halogen, lower alkyl or lower alkenyl; and R1 is a lipophilic group which contains at least 7 carbons and is alkyl, alkenyl, alkynyl, mixed alkenyl-alkynyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl; as further defined above; including pharmaceutically acceptable salts and or prodrug esters of the phosphonic (phosphinic) and/or sulfonic acids.
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- ALKANESULFONYLATION.XX. CATALYSIS OF THE PHENOLYSIS OF ALKANESULFONYL CHLORIDES IN PROTON-INERT MEDIA CATALYZED BY PYRIDINE BASES. THE EFFECT OF THE SUBSTRATE STRUCTURE
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The kinetics of the reaction of methane-, ethane-, propane-, 1-methylmethane-, and cyclohexanesulfonyl chlorides and also of substituted phenylmethanesulfonyl chlorides with phenol in the presence of pyridine in chlorobenzene at 303 K were studied by GLC
- Skrypnik, Yu. G.,Lyashchuk, S. N.
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p. 695 - 700
(2007/10/02)
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- PHENOLYSIS OF MESYL HALIDES CATALYZED BY PYRIDINE N-OXIDE. STRUCTURE, DYNAMICS, AND STABILITY OF THE INTERMEDIATE PRODUCTS
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By means of a kinetic test based on the synergistic catalytic effect it was shown that mesylpyridinium halides are involved in the alkanesulfonylation of phenol catalyzed by pyridine N-oxide.The conversion of mesylpyridinium and mesyloxypyridinium salts i
- Lyashchuk, S. N.,Panchenko, B. V.,Skrypnik, Yu. G.,Gershikov, A. G.,Bezrodnyi, V. P.
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p. 946 - 952
(2007/10/02)
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- Direct Spectroscopic Detection of Sulfonyloxy Radicals and First Measurements of Their Absolute Reactivities
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Two sulfonyloxyl radicals, CH3S(=O)2O., 2a, and 3-CF3C6H4S(=O)2O., 2b, have been generated by 308-nm laser flash photolysis (LFP) of their parent symmetrical peroxides in CH3CN solution, in which they have lifetimes of 7-20 μs.Both radicals exhibit a broad, structureless absorption similar to that known for SO4.- with λmax ca. 450 nm.This absorption can be bleached for 2a but not for 2b by firing a second laser at 480 nm, presumably reflecting a photoinduced cleavage of the H3C-SO3. bond.Radicals 2a and 2b react with the acetonitrile solvent by abstraction of a hydrogen atom, kH ca. 1.6*105 M-1 s-1, kH/kD ca. 2.0.Bimolecular rate constants for attack of these radicals on cyclohexane (viz., 1.9*108 and 6.5*108 M-1 s-1 for 2a and 2b, respectively) and chloroform (viz. ca., 3*105 M-1 s-1 for both) demonstrate that they are more reactive than almost all other oxygen-centered radicals.Product studies demonstrate that both the photodecomposition and the thermal decomposition of the parent peroxides yield the corresponding sulfonyloxy radicals, a result that contrasts with that we have previously obtained for the decomposition of 2, which yields radicals on photolysis but few if any radicals on thermolysis.Semiempirical AM1/PM3-UHF calculations on 2a are also reported.
- Korth, Hans-Gert,Neville, Anthony G.,Lusztyk, Janusz
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p. 8835 - 8839
(2007/10/02)
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- ALKANESULFONYLATION XV. THE CATALYTIC EFFECT OF PYRIDINE, ITS N-OXIDE, AND A MIXTURE OF PYRIDINE AND PYRIDINE N-OXIDE IN THE ALKANE-SULFONYLATION OF PHENOL
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The catalysis of the reaction of methanesulfonyl chloride with phenol in benzene and chlorobenzene (30 deg C) by pyridine and its N-oxide was studied by GLC and potentiometric titration.The reaction has first order in the sulfonyl chloride and in the phen
- Skrypnik, Yu. G.,Lyashchuk, S. N.,Bezrodnyl, V. P.
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p. 1872 - 1879
(2007/10/02)
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- Chemoselective reaction of a sulfonate ester with methoxide ions in preference to benzyl mercaptide anions
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Trifluoroethyl benzyl sulfide was prepared (in 2-propanol) and subsequently chlorinated as a further test of substituent electronegativity based regiochemical predictions.The initial attempt to prepare that sulfide by reaction of 2,2,2-trifluoroethyl methanesulfonate and benzyl mercaptide anions (in methanol) furnished benzyl methyl sulfide.Mechanistic possibilities are discussed in detail and some synthetic consequences of this novel reaction are presented.
- Langler, Richard Francis,Morrison, Nancy Ann
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p. 2385 - 2389
(2007/10/02)
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- ALKANESULFONYLATION REACTIONS. X. EFFECT OF THE STRUCTURE OF THE ALKANESULFONYL HALIDE ON THE FORMATION OF PHENYLALKANESULFONATES CATALYZED BY TRIETHYLAMINE
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The kinetics of the reactions of methane-, propane-, isopropane-, cyclohexane, and phenylmethanesulfonyl chlorides and propanesulfonyl bromide with phenol in the presence of triethylamine in benzene at 30 deg C were investigated by GLC and potentiometric
- Bezrodnyi, V. P.,Skrypnik, Yu. G.
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p. 1660 - 1665
(2007/10/02)
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- MECHANISM OF THE REACTION OF (ARYLOXY)TRIMETHYLSTANNANE WITH METHANESULFONYL CHLORIDE - SOLVENT AND SUBSTITUENT EFFECTS ON THE RATE OF THE REACTION.
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A kinetic study has been conducted on the reactions of (aryloxy)trimethylstannanes with methanesulfonyl chloride giving chlorotrimethylstannane and aryl methanesulfonates. The reaction was found to obey a second order kinetic equation. The solvent effect on the rate of the reaction appeared obscure although a small rate enhancement was observed in a polar solvent. Substituent effect of the aryloxyl group was found to be dependent on the solvent used while a clear isokinetic relationship was observed. A charge separated four-center transition state has been suggested for the reaction.
- Kozuka,Yamaguchi,Tagaki
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p. 573 - 576
(2007/10/02)
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- ALKANESULFONYLATION REACTIONS IX. CATALYTIC EFFECT OF PYRIDINES ON THE MESYLATION OF PHENOLS
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The kinetics of the mesylation of seven substituted phenols in the presence of 13 derivatives of pyridine in benzene at 50 deg C were investigated.It was shown that in this case, in contrast to catalysis by trialkylamines, the elimination-addition (sulfen
- Skrypnik, Yu. G.,Bezrodnyi, V. P.
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p. 2056 - 2063
(2007/10/02)
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- ALKANESULFONYLATION REACTIONS. VII. INVESTIGATION OF ALKANESULFONIC ESTER FORMATION BY THE METHOD OF COMPETING REACTIONS
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The competing mesylation of phenol and substituted phenols in the presence of six tertiary amines in benzene was investigated by GLC.The reaction takes place in three concurrent directions, i.e. a sulfene mechanism and general-base and nucleophilic cataly
- Bezrodnyi, V. P.,Saiganov, I. V.,Skrypnik, Yu. G.
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p. 1905 - 1909
(2007/10/02)
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- ALKANESULFONYLATION REACTIONS. IV. MESYLATION OF PHENOLS IN THE PRESENCE OF TRIETHYLAMINE
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The kinetics of the acylation of five substituted phenols by methanesulfonyl chloride in the presence of triethylamine in benzene were investigated by GLC and potentiometric titration.The reaction is of first order in the sulfonyl chloride and triethylami
- Bezrodnyi, V. P.,Skrypnik, Yu. G.,Baranov, S. N.
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p. 1581 - 1586
(2007/10/02)
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