142144-51-2Relevant academic research and scientific papers
Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide
Iwasaki, Masayuki,Fujino, Daishi,Wada, Tatsuya,Kondoh, Azusa,Yorimitsu, Hideki,Oshima, Koichiro
, p. 3190 - 3194 (2011)
Regio- and stereoselective addition of a silyl-substituted alkynyl sulfide to various terminal alkynes proceeds in the presence of a palladium catalyst to give (Z)-1-thio-1,3-enynes, which are useful building blocks for the synthesis of polysubstituted 1,
Selective synthesis of (Z)-chalcogenoenynes and (Z,Z)-1,4-bis-chalcogenbuta-1,3-dienes using PEG-400
Lara, Renata G.,Soares, Liane K.,Jacob, Raquel G.,Schumacher, Ricardo F.,Perin, Gelson
, p. 2046 - 2054 (2016)
We present here our results on the temperature controlled, selective hydrochalcogenation of 1,4-diorganyl-1,3-butadiynes with nucleophilic species of selenium, tellurium and sulfur generated in situ from the respective diaryl dichalcogenide and NaBH4
Hydrochalcogenation of symmetrical and unsymmetrical buta-1,3-diynes with diaryl dichalcogenides: Facile entry to (Z)-1-(organylchalcogeno)but-1-en-3-yne derivatives
Venkateswarlu, Cheerladinne,Chandrasekaran, Srinivasan
, p. 395 - 410 (2015/02/19)
This work describes an efficient and stereoselective method for the hydrothiolation and -selenation of buta-1,3-diyne derivatives using diaryl disulfides or diselenides, respectively. In the presence of rongalite (HOCH2SO2Na) and potassium carbonate, buta-1,3-diynes undergo stereoselective addition of the thiolate or selenide anion generated in situ from diaryl disulfides or diselenides to afford the corresponding (Z)-1-sulfanyl- or (Z)-1-selanylalk-1-en-3-yne derivatives, respectively. The reaction of buta-1,3-diynes with diaryl disulfides or diselenides at higher temperature (70 °C) gave a mixture of monothiolation/selenation and bisthiolation/selenation products in moderate to good yields.
Synthesis of (Z)-organylthioenynes using KF/Al2O 3/solvent as recyclable system
Alves, Diego,Sachini, Maraisa,Jacob, Raquel G.,Lenard?o, Eder J.,Contreira, Maria E.,Savegnago, Lucielli,Perin, Gelson
experimental part, p. 133 - 135 (2011/02/26)
PEG-400 and glycerol were successfully used as recyclable solvents for the synthesis of several organylthioenynes in good to excellent yields and high selectivity using solid supported catalyst (KF/Al2O3). This easy, general and impr
Synthesis of (Z)-1-organylthiobut-1-en-3-ynes: Hydrothiolation of symmetrical and unsymmetrical buta-1,3-diynes
Dabdoub, Miguel J.,Dabdoub, Vania B.,Lenard?o, Eder J.,Hurtado, Gabriela R.,Barbosa, Sandro L.,Guerrero Jr., Palimécio G.,Nazário, Carlos E. D.,Viana, Luiz H.,Santana, Amanda S.,Baroni, Adriano C. M.
experimental part, p. 986 - 990 (2009/10/23)
Hcny BRAdrothiolation of l-organcny BRAlbuta-l,3-dicny BRAnes and 1,4-diorgancny BRAlbuta-l,3-dicny BRAnes with the sodium organcny BRAlthiolate anions, which were generated in situ bcny BRA reacting diphencny BRAl and dibutcny BRAl disulfide with NaBHsu
A novel stereoselective preparation of various vinyl sulfide derivatives using β-alkylthioalkenylselenonium salts
Watanabe,Mori,Nagai,Iwamura,Iwama,Kataoka
, p. 8893 - 8898 (2007/10/03)
The treatment of alkynylselenonium salt and various thiophenol derivatives with a catalytic amount of triethylamine gave β-arylthioalkenylselenonium salts in good yields. The alkenylselenonium salts thus prepared reacted with nucleophiles such as acetylides, thiolates, and alkoxides to produce (Z)-β-arylthio-α-functionalized ethenes in high yields. The vinylselenonium salts bearing a hydroxy group on a β-side chain caused intramolecular cyclization upon treatment with sodium hydride to produce medium-membered heterocyclic compounds containing sulfur and oxygen atoms. The reactions giving (Z)-β-arylthio-α-functionalized ethenes would proceed via the formation of selenurane intermediates followed by the ligand coupling reaction.
On the Regio- and Stereoselectivity of Nucleophilic Thiol Additions to Polyines
Zschunke, A.,Muegge, C.,Hintzsche E.,Schroth, W.
, p. 141 - 146 (2007/10/02)
Nucleophilic thiophenol additions to α,ω-diphenyl polyines Ph-(CC)n-Ph (n = 2-4) (1-3) take a regio- and stereoselective course.The welldefined, crystalline addition products bind the phenylthio group in terminal position of the aliphatic chain, the re
