- Preparation method of 1,3-propane sultone
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The invention discloses a preparation method of 1,3-propane sultone. The preparation method of the 1,3-propane sultone comprises the following steps of (1) under the existence of tetraethylammonium bromide, reacting 1,3-dichloropropane and sulfur dioxide in acetonitrile under the action of a constant current so as to obtain 1,3- propane sulfincacid lactone; (2) carrying out oxidation reaction on the prepared 1,3-propane sulfincacid lactone and an oxidizing agent in an organic solvent to obtain the 1,3-propane sultone. The preparation method of the 1,3-propane sultone provided by the inventionhas the advantages of higher yield, high purity, cheap and easy-to-get raw materials, mild reaction conditions, simple preparation process and the like.
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Paragraph 0030; 0035
(2018/07/07)
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- Intramolecular homolytic substitution of sulfinates and sulfinamides
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A general and efficient method for the synthesis of cyclic sulfi-nates and sulfinamides based on intra-molecular homolytic substitution (SHi) at the sulfur atom by aryl or alkyl radi-cals is described. Both alkyl and benzo-fused compounds can be accessed di-rectly from easily prepared acyclic pre-cursors. Enantiomerically enriched sulfur-based heterocycles were formed through an SHi process with inversion of configuration at the sulfur atom. Cyclization of prochiral radicals proceeded with varying stereochemical outcomes, depending on the size of the incoming radical. 2-Pyridyl and 2-qui-nolyl radicals led to biaryl compounds, which result from attack onto the ortho position of the arylsulfinate rather than a thiophilic substitution.
- Coulomb, Julien,Certal, Victor,Larraufie, Marie-Helene,Ollivier, Cyril,Corbet, Jean-Pierre,Mignani, Gerard,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max
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supporting information; experimental part
p. 10225 - 10232
(2010/04/05)
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- Formation of cyclic sulfinates and sulfinamides through homolytic substitution at the sulfur atom
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(Chemical Equation Presented) Ring road: Cyclic sulfinates and sulfinamides can be synthesized by homolytic substitution to give alkyl and benzofused families of compounds. The presence of an additional heteroatom in the ring allows the preparation of sulfur-based heterocycles that are useful synthetic intermediates (see scheme). The stereogenic sulfur atom transfers its chirality to prochiral radicals. TTMSS = tris(trimethylsilyl)silane, AIBN = azobisisobutyronitrile.
- Coulomb, Julien,Certal, Victor,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max
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p. 633 - 637
(2007/10/03)
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- AN EASY PREPARATION OF SIMPLE SULTINES AND HYDROXYALKANESULFINATE SALTS
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In accord with mechanistic prediction a one-pot, two-stage, controlled chlorination-hydrolysis of HO(CH2)nSH gave the sultine when n=3 or 4, and the polymeric sulfinic ester when n=5 or 6; alkaline hydrolysis of either product yielded the corresponding sodium ω-hydroxy-1-alkanesulfinate.
- King, J. F.,Rathore, Rajenda
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p. 2763 - 2766
(2007/10/02)
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- Oxidative Cleavage and Cyclization of Disulfide Carboxylic Acids and Alcohols by Aqueous Iodine: A Facile Route to Five-Membered Ring Sultines
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The kinetics and mechanism of the oxidative cleavage by aqueous iodine of disulfide carboxylic acids and alcohols are presented.There is evidence for intramolecular interaction of the oxygen nucleophiles.The sole product of the iodine oxidation of 3,3'-dithiodipropanol is the sultine 1,2-oxathiolane 2-oxide, which is formed after the rate-determining step, apparently via rapid cyclization of the sulfenyl iodide.The anchimeric assistance provided by the neighboring carboxylate group in the reaction of 3,3'-dithiodipropanoic acid is responsible for the pH profile of the rate of oxidative cleavage.At a given pH, the rate law for the reaction is -d/dt = kI3->(0.0905->-1 + 0.0019->-2).The inverse second term in iodide ion not has been observed previously in kinetic studies of disulfide reactions and is interpreted as evidence for a disulfide-iodonium complex.
- Doi, Joyce Takahashi,Luehr, Gary W.,Musker, W. Kenneth
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p. 5716 - 5719
(2007/10/02)
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- Cathodic Reduction of SO2 in the Presence of Organic Dihalides
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The reaction of the electrolytically generated SO2 anion radical with 1,ω-dihalides is used for the synthesis of sulfur containing heterocycles like oxathiolane-, oxathiane-, thiane- and thiepane-oxides. 1,2-Dihalides are reductively deblocked to give olefines. - Keywords: Sulfur dioxide reduction; Sulfones; Sulfinic esters, cyclic
- Knittel, Dierk
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- 1,2-Oxathiolan, a Simple Sultene
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Evidence is presented which indicates that pyrolysis of N-(3-hydroxypropylthio)phthalimide gives 1,2-oxathiolan as a volatile product via an intermediate tentatively identified as a cyclic oligomer.
- Davis, Anthony P.,Whitham, Gordon H.
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p. 741 - 742
(2007/10/02)
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