18893-62-4Relevant articles and documents
Reactivity of 1-phenylsulfinyl-2-phenylsulfanylethylene (SOSE) with O-nucleophiles generated by potassium tert-butoxide
Pellizzaro, Leonardo,Cabianca, Elena,Tatibou?t, Arnaud,Padovan, Pierluigi,Fabris, Fabrizio,Rollin, Patrick,De Lucchi, Ottorino
, p. 3699 - 3703 (2007)
E-1-Phenylsulfinyl-2-phenylsulfanylethylene (E-SOSE) reacts with O-nucleophiles generated by means of t-BuOK via an addition-elimination mechanism, thus affording the product of substitution of the phenylsulfanyl group in a stereo-conservative process. When used alone, the strongly basic and hindered tert-butoxide brings about elimination of either the phenylthiolate or phenylsulfinate groups. Z-SOSE is much more prone to elimination: either with t-BuOK alone or with other O-nucleophiles generated by t-BuOK, it always leads to products derived from elimination. Other alkaline tert-butoxides or other bases appear not as effective in generating species nucleophilic enough to react with E-SOSE.
USUAL CONVERSION OF PHENYLTHIOACETYLENE INTO 1,2-DI(PHENYLTHIO)ETHENE IN THE KOH-DMSO-CYCLOHEXANONE OXIME SYSTEM
Vasil'tsov, A. M.,Mikhaleva, A. I.,Nesterenko, R. N.,Kalabin, G. A.
, p. 1564 (1989)
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Switchable Ni-catalyzed bis-thiolation of acetylene with aryl disulfides as an access to functionalized alkenes and 1,3-dienes
Degtyareva, Evgeniya S.,Erokhin, Kirill S.,Kashin, Alexey S.,Ananikov, Valentine P.
, p. 170 - 179 (2019/01/04)
The article provides the first example of metal-catalyzed aryl disulfide addition to unsubstituted acetylene. The use of inexpensive Ni(acac)2 precatalyst with phosphine ligands results in competitive formation of (Z)-1,2-bis(arylthio)ethenes a
An efficient metal-free pathway to vinyl thioesters with calcium carbide as the acetylene source
Rodygin, Konstantin S.,Ananikov, Valentine P.
supporting information, p. 482 - 486 (2016/01/30)
Chemical reactions involving high-pressure acetylene are not easily performed in a standard laboratory setup. The risk of explosion and technical difficulties drastically complicate the equipment and greatly increase the cost. In this study, we propose th