89870-28-0Relevant academic research and scientific papers
Visible light mediated metal-free thiol-yne click reaction
Zalesskiy, Sergey S.,Shlapakov, Nikita S.,Ananikov, Valentine P.
, p. 6740 - 6745 (2016/10/31)
The carbon-sulfur bond formation reaction is of paramount importance for functionalized materials design, as well as for biochemical applications. The use of expensive metal-based catalysts and the consequent contamination with trace metal impurities are challenging drawbacks of the existing methodologies. Here, we describe the first environmentally friendly metal-free photoredox pathway to the thiol-yne click reaction. Using Eosin Y as a cheap and readily available catalyst, C-S coupling products were obtained in high yields (up to 91%) and excellent selectivity (up to 60:1). A 3D-printed photoreactor was developed to create arrays of parallel reactions with temperature stabilization to improve the performance of the catalytic system.
Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid
Thurow, Samuel,Ostosi, Naiana T.,Mendes, Samuel R.,Jacob, Raquel G.,Lenard?o, Eder J.
experimental part, p. 2651 - 2653 (2012/06/30)
A very simple procedure is described for the efficient synthesis of vinyl sulfides by hydrothiolation of terminal alkynes using 1-n-butyl-3- methylimidazolium methylselenite, [bmim][SeO2(OCH3)]. The reaction proceeds cleanly under mi
Synthesis of vinyl sulfides using glycerol as a recyclable solvent
Lenardao, Eder J.,Silva, Marcio S.,Lara, Renata G.,Marczewski, Junior M.,Sachini, Maraisa,Jacob, Raquel G.,Alves, Diego,Perin, Gelson
experimental part, p. 272 - 282 (2011/05/13)
A new, clean, and efficient protocol is described for the hydrothiolation of terminal alkynes promoted by KF/Al2O3, using glycerol as recyclable solvent. This improved method furnishes selectively the corresponding anti-Markovnikov v
A STEREOSELECTIVE ROUTE TO E-3-HYDROXYALKENYL PHENYL SULFIDES
Takano, Seiichi,Sugihara, Yoshiaki,Ogasawara, Kunio
, p. 845 - 846 (2007/10/02)
E-3-Hydroxyalkenyl phenyl sulfides are generated stereoselectively when 2,3-epoxyalkyl phenyl sulfides having 3-syn-substituent are exposed to an excess n-butyllithium in THF solution.
CONVERSION OF α ACETYLENIC ALCOHOLS INTO αβ UNSATURATED ALDEHYDES
Julia, Marc,Lefebvre, Christian
, p. 189 - 192 (2007/10/02)
Very mild conditions have been found for the efficient regioselective addition of phenylthiol to ethynyl carbinols.A biphasic aqueous acid hydrolysis then leads to αβ-unsaturated aldehydes.The Meyer-Schuster rearrangement is thus brought about in two steps.
