62839-73-0Relevant academic research and scientific papers
Catalytic conversion of alkynes to α-vinyl sulfides mediated by carbene-linker-carbene (CXC) rhodium and iridium complexes
Tolley, Lewis C.,Fernández, Israel,Bezuidenhout, Daniela I.,Guisado-Barrios, Gregorio
, p. 516 - 523 (2021/02/09)
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
Safe and Metal-Free Synthesis of 1-Alkenyl Aryl Sulfides and Their Sulfones from Thiiranes and Diaryliodonium Salts
Dong, Jun,Xu, Jiaxi
, p. 2407 - 2415 (2018/04/16)
A series of 1-alkenyl aryl sulfides was synthesized from thiiranes and diaryliodonium salts in tetrahydrofuran in the presence of potassium tert -butoxide. The proposed reaction mechanism involves generation of benzynes from the diaryliodonium salts in the presence of the base. Then, nucleophilic attack of the benzynes by thiiranes, followed by hydrogen abstraction and ring opening of the generated thiiranium intermediates, provides the sulfides. These sulfides were further oxidized with performic acid to the corresponding sulfones. The current method provides a metal-free and safe method for the preparation of 1-alkenyl aryl sulfides and their sulfones.
A Hemilabile and Cooperative N-Donor-Functionalized 1,2,3-Triazol-5-Ylidene Ligand for Alkyne Hydrothiolation Reactions
Strydom, Ian,Guisado-Barrios, Gregorio,Fernández, Israel,Liles, David C.,Peris, Eduardo,Bezuidenhout, Daniela I.
supporting information, p. 1393 - 1401 (2017/02/05)
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
A rhodium(i)-oxygen adduct as a selective catalyst for one-pot sequential alkyne dimerization-hydrothiolation tandem reactions
Kleinhans, George,Guisado-Barrios, Gregorio,Liles, David C.,Bertrand, Guy,Bezuidenhout, Daniela I.
supporting information, p. 3504 - 3507 (2016/03/04)
An air-stable rhodium(i)-oxygen adduct featuring a CNC-pincer ligand, based on 1,2,3-triazol-5-ylidenes, catalyzes the homo-dimerization and hydrothiolation of alkynes, affording the gem-enyne and α-vinyl sulfide isomers, respectively, with excellent selectivity. A one-pot stepwise strategy allows the selective catalytic preparation of non-symmetric bis-vinyl sulfides, as well as the alkyne dimerization-hydrothiolation tandem reactions.
Hydroxo-rhodium-N-heterocyclic carbene complexes as efficient catalyst precursors for alkyne hydrothiolation
Palacios, Laura,Artigas, Maria Jose,Polo, Victor,Lahoz, Fernando J.,Castarlenas, Ricardo,Perez-Torrente, Jesus J.,Oro, Luis A.
, p. 2910 - 2919 (2014/01/06)
The new Rh-hydroxo dinuclear complexes stabilized by an N-heterocyclic carbene (NHC) ligand of type [Rh(μ-OH)(NHC)(η2-olefin)] 2 (coe, IPr (3), IMes (4); ethylene, IPr (5)) are efficient catalyst precursors for alkyne hydrothiolation
Regio- and stereoselective copper-catalyzed addition of aromatic and aliphatic thiols to terminal and internal nonactivated alkynes
Trostyanskaya, Inna G.,Beletskaya, Irina P.
experimental part, p. 535 - 540 (2012/04/10)
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
Ligand-controlled regioselectivity in the hydrothiolation of alkynes by rhodium N-heterocyclic carbene catalysts
Di Giuseppe, Andrea,Castarlenas, Ricardo,Perez-Torrente, Jesus J.,Crucianelli, Marcello,Polo, Victor,Sancho, Rodrigo,Lahoz, Fernando J.,Oro, Luis A.
scheme or table, p. 8171 - 8183 (2012/07/13)
Rh-N-heterocyclic carbene compounds [Rh(μ-Cl)(IPr)(ν2- olefin)]2 and RhCl(IPr)(py)(ν2-olefin) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-carbene, py = pyridine, olefin = cyclooctene or ethylene) are highly active cata
Water-promoted regioselective hydrothiolation of alkynes
Bhadra, Sukalyan,Ranu, Brindaban C.
experimental part, p. 1605 - 1609 (2010/04/03)
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
Guerrero Jr.,Dabdoub,Marques,Wosch,Baroni,Ferreira
experimental part, p. 4379 - 4394 (2009/04/11)
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
Stereoselective synthesis of (Z)-α-arylsulfenylvinyl tellurides via hydrozirconation of alkynyltellurides
Cai, Mingzhong,Chen, Junmin
, p. 22 - 23 (2007/10/03)
Hydrozirconation of alkynyltellurides 1 in THF at room temperature gave (Z)-α- tellurenylvinylzirconium complexes 2, which were reacted with arylsulfenyl chlorides 3 to afford stereoselectively (Z)-α- arylsulfenylvinyl tellurides 4 in good yields.
