75717-40-7

Upstream product

• 13910-16-2 n-octylsulfanylbenzene 
• 42843-49-2 (Z)-1-bromo-1-octene 
• 51751-87-2 (E)-1-bromo-1-octene 
• 17314-33-9 tributyltin phenyl sulfide 
• 75280-18-1 1-acetoxy-1-phenylthiooctane 
• 87514-04-3 (E)-1-phenylsulfanyl-1-trimethylsilyl-1-octene 
• 629-05-0 n-octyne 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 42599-17-7 (E)-1-iodo-1-octene 
• 3561-67-9 bis(phenylthio)methane 
• 111-71-7 heptanal 
• 121410-98-8 O-<1,1-bis(phenylthio)methylheptyl> S-methyl dithiocarbonate 
• 30506-39-9 phenyl 1-octyl sulfoxide 

Downstream Products

• 98750-72-2 (1,2-Dichloro-octylsulfanyl)-benzene 

Relevant academic research and scientific papers

Rhodium-catalyzed hydrothiolation of alkynes with thiols for construction of sulfur-containing π-conjugated systems

To synthesize sulfur-containing π-conjugated polymers, reaction conditions for rhodium-catalyzed hydrothiolation of terminal alkynes with arenethiols are optimized in detail. Under the optimized conditions, rhodium-catalyzed hydrothiolation of terminal al

Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid

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

Heterogeneous hydrothiolation of alkynes with thiols catalyzed by diphosphino-functionalized MCM-41 anchored rhodium complex

A novel diphosphino-functionalized MCM-41 anchored rhodium complex [MCM-41-2P-RhCl(PPh3)] was conveniently synthesized by the reaction of diphosphino-functionalized MCM-41 (MCM-41-2P) with RhCl(PPh3) 3. It was found that this rhodium complex is an efficient catalyst for the hydrothiolation of terminal alkynes with thiols and can be recovered and recycled by a simple filtration of the reaction solution and used for at least ten consecutive trials without any decreases in activity.

Reductive addition of the benzenethiyl radical to alkynes by amine-mediated single electron transfer reaction to diphenyl disulfide

Hydrothiolation of alkynes proceeds with diphenyl disulfide and tripropylamine. Amine-mediated single electron transfer to diphenyl disulfide can be proposed for the reaction mechanism. Applications of the method to radical cyclizations of eneyne compound

Water-promoted regioselective hydrothiolation of alkynes

Water promotes hydrothiolation of unactivated alkynes efficiently without any catalyst or additive. The reaction at room temperature furnishes vinyl sulfides with high regioselectivity via anti-Markovnikov addition. The terminal al- kynes provide dithiola

Stereoselective preparation of functionalized acyclic alkenylmagnesium reagents using i-PrMgCl-LiCl

(Chemical Equation Presented) Acyclic functionalized alkenyl iodides are converted with high stereoselectivity to the corresponding functionalized alkenylmagnesium derivatives by the reaction with i-PrMgCl-LiCl between -40 and -20°C. Functional groups such as a nitrile, chloride, iodide, and ester are readily tolerated. The conversion of an alkenyl iodide bearing a keto group to the corresponding silylated cyanohydrin allows preparation of the corresponding Grignard reagent affording, after acylation and deprotection, unsaturated 1,4-diketones.

Copper-catalyzed synthesis of vinyl sulfides

(Chemical Equation Presented) We report a method for the synthesis of vinyl sulfides using the soluble copper(I) catalyst [Cu(phen)(PPh3) 2]NO3. The desired vinyl sulfides are obtained in good to excellent yields, with retention of stereochemistry. This protocol tolerates a wide variety of functional groups or substrates, is palladium-free, and does not require the use of expensive or air-sensitive additives.

Highly regio- and stereocontrolled synthesis of vinyl sulfides via transition-metal-catalyzed hydrothiolation of alkynes with thiols

Regio- and stereoselectivity in the hydrothiolation of alkynes with thiols in the presence of a variety of transition-metal catalysts is investigated in detail. Among the catalysts employed, RhCl(PPh3)3 exhibits excellent catalytic ability toward the anti-Markovnikov addition of thiols (ArSH) to alkynes (RC≡CH), which affords the corresponding vinylic sulfides (trans-RCH=CHSAr) regio- and stereoselectively. The reaction may proceed by the formation of hydrorhodium sulfide species (H-[Rh]-SAr) and probably via the subsequent hydrorhodation of alkynes to provide vinylrhodium intermediates (RCH=CH-[Rh]-SAr). In contrast, PdCl2(PhCN)2-catalyzed hydrothiolation of aromatic alkynes (ArC≡CH) takes place to give the corresponding Markovnikov adducts (R(ArS)C=CH2) with excellent regioselectivity, probably via thiopalladation of alkynes by palladium sulfide species (ArS-[Pd]-Cl), which may be formed by ligand-exchange reaction between PdCl2(PhCN)2 and ArSH. Furthermore, in the case of alkynes bearing propargylic protons (R'CH2C≡CH), a sequential addition/isomerization reaction occurs to provide the internal vinylic sulfides (R'CH=C(SAr)CH3) regioselectively. From the same starting materials (alkyne and thiol), therefore, the regioselectivity of hydrothiolation can be attained simply by changing the catalysts, i.e., RhCl(PPh3)3 and PdCl2(PhCN)2.

Stereoselective synthesis of (E)-vinylsulfides via the reaction of vinylzirconium compounds with disulfides

Hydrozirconation of alk-1-ynes gives vinyl zirconium complexes, which react with disulfides to afford (E)-vinylic sulfides in high yield.