The formation of vinyl sulfides by the cleavage of the carbon-sulfur bond in dithioacetals with CuCl2.

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概要

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• The elimination of arene- and alkanethiol from diaryl and dialkyl dithioacetals, in the presence of copper(I) or copper(II) salt plus tertiary amine, to produce the corresponding aryl and alkyl vinyl sulfides, respectively, has been studied. The employment of a combination of 2 mol equiv. of CuCl<SUB>2</SUB> and 2 mol equiv. of <I>N</I>,<I>N</I>-diisopropylethylamine is most favorable.

• 公益社団法人 日本化学会の論文

著者

• Tanimoto Shigeo

  Institute For Chemical Research Kyoto University Uji

• Ikehira Hideyuki

  Institute for Chemical Research, Kyoto University

• Oida Tatsuo

  Institute for Chemical Research, Kyoto University

• Okano Masaya

  Institute for Chemical Research, Kyoto University

関連論文

• Asymmetric Carbon-Carbon Bond Formations by the Reaction of "Chiral Episulfonium Ions" with Enol Silyl Ethers
• The formylation of an aromatic nucleus by the use of 2-ethoxy-1,3-dithiolane.
• The reactions of the 1,2-ethanediylbis(trithiocarbonic acid) dianion with several electrophilic reagents.
• The reactions of olefins with chloromethoxymethane or dimethoxymethane in nitriles.
• Diphenylsilane reduction of C=O and C=N bearing electron-withdrawing group in the presence of aluminum(III) chloride.
• The formation of 1,2-bis(alkylthio)-1,2-diphenylethanes by the lithium diisopropylamide-induced fragmentation of dibenzyl disulfide followed by the trapping with some alkyl halides.
• Synthesis and lithiation of 2-alkylthio- and 2-arylthio-1,3-dithiolanes.
• The lithium diisopropylamide-induced fragmentation of 1,3-dithiolane derivatives of several ketones having .ALPHA.-hydrogen.
• The lithium diisopropylamide-induced fragmentation of 2,2-diphenyl-1,3-dithiolane S-oxide and several 2,2-diaryl-1,3-dithiolane S,S'-dioxides.
• The formation of vinyl sulfides by the cleavage of the carbon-sulfur bond in dithioacetals with CuCl2.
• Synthesis of 2-(trimethylsilyl)ethyl benzenesulfenate and benzeneselenenate and their reaction with some electrophiles in the presence of tetrabutylammonium fluoride.
• A new Wittig rearrangement of 2,2-disubstituted 1,3-dithianes.
• The reaction of alkyl halides with mercury(II) and potassium thioacetates and selenocyanates.
• Oxidation of Isocyanides by Hg(II), Tl(III), and Pb(IV) Acetates
• A convenient method for the introduction of 1,3-dithiolan-2-yl group into active methylene compounds.
• The chlorination of norbornene by metal chlorides and the product isomerization.
• O-methylation of aromatic (E)-oximes by dimethylsulfonium methylide.
• Selenocyanatodethallation in Organothallium(III) Compounds
• Amidoselenation of Olefins Using p-Toluenesulfonamide as a Nitrogen Nucleophile.
• The chlorination of norbornadiene by various chlorinating agents.
• A three-component reaction of isocyanides with halogens and cyclic ethers.
• Phenyl- and tolylthallium(III) bis(trichloroacetate)s; Preparation and reactions.
• Ring-opening reaction of oxiranes, oxetanes, and tetrahydropyran by mercury(II) salts and alkyl halides.
• The Reaction of Arylthallium(III) Compounds with Copper(II) and (I) Thiocyanates
• Oxidation of olefins with thallium(III) acetate in diols.

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