70197-34-1

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 17101-71-2 Z-β-bromovinyl phenyl sulfide 
• 127894-31-9 1-phenylthio-1-hexyne 
• 15366-08-2 s-butylmagnesium chloride 
• 110-62-3 pentanal 
• 108-98-5 thiophenol 
• 693-02-7 hex-1-yne 
• 931-59-9 benzenesulfenyl chloride 
• 26620-11-1 (E)-2-chlorovinylthiobenzene 
• 2973-86-6 lithium thiophenoxide 
• 13154-12-6 (Z)-1-bromohex-1-ene 

Downstream Products

• 7433-78-5 cis-5-decene 
• 7433-56-9 (E)-5-decene 

Relevant academic research and scientific papers

Catalytic conversion of alkynes to α-vinyl sulfides mediated by carbene-linker-carbene (CXC) rhodium and iridium complexes

The catalytic activity of a set of mono- and bimetallic Rh(i) and Ir(i) complexes bearing carbene-linker-carbene (CXC) bis-triazolylidene ligands (with X = O, N) coordinated in a bridging or chelating fashion was evaluated in the hydrothiolation of alkyne

A Hemilabile and Cooperative N-Donor-Functionalized 1,2,3-Triazol-5-Ylidene Ligand for Alkyne Hydrothiolation Reactions

A series of novel cationic and neutral Rh complexes with an N-donor-functionalized 1,2,3-triazol-5-ylidene (TRZ) ligand (in which the pendant N donor is NHBoc, NH2, or NMe2) is described. The catalytic activity of these complexes was

Stereoselective hydrozirconation of alkynylsulfide and regioselective synthesis of haloalkenyl sulfide via electrophile-switched halogenation of thioalkenyl zirconocene

Stereoselective preparation of alkenyl sulfide was carried out via syn-hydrozirconation of the alkynyl sulfide. Regiochemistry of halogenation of the thioalkenyl zirconocene could be switched by different halides. α-Chloroalkenyl sulfide or β-haloalkenyl

Regio- and stereoselective copper-catalyzed addition of aromatic and aliphatic thiols to terminal and internal nonactivated alkynes

The CuI-catalyzed regio- and stereoselective hydrothio-lation of terminal and internal alkynes affords (Z) - alkenylsulfides. The following isomerization of the Z-isomers into E-isomers catalyzed by CuI is described. Georg Thieme Verlag Stuttgart · New Yo

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

Hydroalumination of thioacetylenes: A versatile generation and reactions of α-aluminate sulfides intermediates

Hydroalumination of thioacetylenes using DIBAL-H and lithium di-(isobutyl)-n-(butyl)-aluminate hydride (Zweifel's reagent), followed by addition of water, furnished exclusively the (Z)- and (E)-vinyl sulfides, respectively. The regio- and stereochemistry

Hydroalumination of phenylthioacetylenes. Synthesis and reactions of (Z)- and (E)-1-butyltelluro-1-phenylthio-1-alkenes

Hydroalumination of phenylthioacetylenes with the Zweifel's reagent as reducing agent followed by the addition of C4H9TeBr afforded (Z)-telluro(thio)ketene acetals (Z >80-93%). The (E)-isomers were obtained with 100% stereoselectivit

Regio- and stereospecific cleavage of α,β-epoxysilanes with lithium phenylsulfide

Trimethyl- or dimethylphenylsilylepoxides react with lithium phenylsulfide to give regio- and stereodefined vinyl sulfides resulting from α-ring opening and Peterson elimination. When the epoxide bears the bulky tert-butyldiphenylsilyl group the reaction

Free-Radical Reactions of Benzenethiol and Diphenyl Disulphide with Alkynes. Chemical Reactivity of Intermediate 2-(Phenylthio)vinyl Radicals

Reaction of benzenethiol at 100 deg C with neat alkyl- and dialkyl-acetylenes leads to virtually quantitative formation of isomeric mixtures of (E)- and (Z)-vinyl sulphide adducts in ratios which depend largely upon both the extent and the nature of alkyl substitution.Results are explained in terms of rapidly interconverting sp2-hybridized (E)- and (Z)-1-alkyl-2-(phenylthio)vinyl radical intermediates which can undergo hydrogen transfer from benzenethiol to an extent which is essentially dependent upon the steric hindrance of their cis-2-substituent.Consistent results are provided by related radical reactions of diphenyl disulphide with alkyl-substituted alkynes to afford varying amounts of 1,2-bis(phenylthio)ethylene adducts ascribable to SH2 reaction of the resulting 1-alkyl-2-(phenylthio)vinyl radicals with the disulphide present.Under analogous conditions benzenethiol and diphenyl disulphide react with phenylacetylenes to give vinyl sulphide or bissulphide adducts in a trans-stereoselective fashio.The findings are interpreted by suggesting, for the intermediate sp-hybridized 1-phenyl-2-(phenylthio)vinyl radicals, the occurrence of significant bonding interaction between the unpaired electron and the adjacent sulphur, which would essentially prevent attack of radical scavenger on the side cis to PhS.Evidence is also presented that 1-phenyl-2-(phenylthio)vinyl radicals can exhibit homolytic intramolecular cyclization reactions, leading to benzothiophene products to a comparatively much greater extent than the 1-alkyl-2-substituted analogues; however, 1-tert-butyl-2-(phenylthio)vinyl radical would represent a special case.

The hydroboration of 1-alkylthio-1-alkynes, and its application to the syntheses of s-alkyl alkanethioates and (Z)-1-alkylthio-1-alkenes

Hydroboration of 1-alkylthio-1-alkynes with dicyclohexylborane or bis(1,2-dimethylpropyl)borane proceeded smoothly, adding most of the dialkylboryl group to the α-position of the triple bond. The resulting alkenylboranes afforded either S-alkyl alkanethio