4973-49-3Relevant academic research and scientific papers
Free-Radical Addition of Alkanethiols to Alkynes. Rearrangements of the Intermediate β-Thiovinyl Radicals
Benati, Luisa,Capella, Laura,Montevecchi, Pier Carlo,Spagnolo Piero
, p. 2818 - 2823 (1994)
A variety of 2-mercapto-substituted vinyl radicals have been produced through the free-radical reaction of alkanethiols (including phenethyl, allyl, and benzyl mercaptans) with monosubstituted acetylenes in benzene at 90 deg C.The 2-(benzylthio)vinyl radi
Synthesis of (diphenylphosphinoyl)methyl vinyl sulfides, symmetric and asymmetric divinyl sulfides from bis[(diphenylphosphinoyl)methyl] sulfide
Silveira, Claudio C.,Rinaldi, Francieli,Bassaco, Mariana M.,Guadagnin, Rafael C.,Kaufman, Teodoro S.
experimental part, p. 1233 - 1242 (2011/05/17)
Convenient Horner-Wittig-based synthetic approaches to the preparation of (diphenylphosphinoyl)methyl vinyl sulfides as well as symmetrically and unsymmetrically substituted divinyl sulfides, are described. The syntheses involve the use of the easily avai
Photochemistry of diethynyl sulfides: A cycloaromatization for the formation of five-membered rings
Lewis, Kevin D.,Wenzler, David L.,Matzger, Adam J.
, p. 2195 - 2197 (2007/10/03)
(Matrix presented) The first five-membered ring cycloaromatization reaction has been demonstrated. Photoirradiation of bis(phenylethynyl) sulfide in hexanes/1,4-cyclohexadiene produces 3,4-diphenylthiophene through the presumed intermediacy of 2,5-didehydrothiophene. In addition, phenylacetylene is produced in this reaction consistent with competing direct carbon-sulfur cleavage. For reactions in ethanol or 2-propanol production of the thiophene is accompanied by the formation of phenylacetylene and a thionoester of the corresponding alcohol. Thiophene products also result from the irradiation of other diethynyl sulfides.
HIGH-TEMPERATURE ORGANIC SYNTHESIS. XVIII. REACTION OF HYDROGEN SULFIDE WITH α- OR β-BROMOSTYRENE
Voronkov, M. G.,Deryagina, E. N.,Kuznetsova, M.A.
, p. 1523 - 1528 (2007/10/02)
The thermal condensation of α- or β-bromostyrene with hydrogen sulfideis realized in the liquid phase at 145-180 deg C and leads mainly to 2,4-diphenylthiophene.The latter is formed from α-bromostyrene with yields of 32-37percent with a low concentration of hydrogen sulfide and from β-bromostyrene with a high concentration of hydrogen sulfide.At 130-140 deg C bis sulfides are formed in addition to 2,4-diphenylthiophene, and they do not undergo cyclization to diphenylthiophenes under the reaction conditions.In addition to the sulfur-containing compounds, the products from the reaction of bromostyrenes with hydrogen sulfide include aromatic hydrocarbons: styrene and also 1-phenylnaphthalene from α-bromostyrene and 2-phenylnaphtalene from β-bromostyrene.In the gas phase at 500-600 deg C the main product from the reaction of bromostyrenes with hydrogen sulfide is benzothiophene.
