1138-92-7Relevant academic research and scientific papers
Convenient and Efficient Diastereoselective Preparation of Functionalized Z-Alkenyl Sulfides
Doroszuk, Justyna,Musiejuk, Mateusz,Ponikiewski, ?ukasz,Witt, Dariusz
, p. 6333 - 6337 (2018)
We have developed an efficient and convenient regio- and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)-alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.
Microwave-promoted regio- and stereoselective vinylation of heterocyclic thiols
Rajesh, Nimmakuri,Sarma, Rupam,Prajapati, Dipak
, p. 7834 - 7837 (2014)
The first stereoselective vinylation of heterocyclic thiols has been reported. Heterocyclic thiols are shown to react efficiently with activated terminal alkynes in an anti-Markovnikov fashion in absence of any catalyst or additive under microwave irradia
Zinc-Catalyzed Synthesis of Dithioacetals through Double Hydrosulfenylation of Alkynes by Thiols
Taniguchi, Nobukazu,Kitayama, Kenji
, p. 2712 - 2716 (2018/12/14)
Zinc-catalyzed hydrosulfenylation of alkenes can be performed in various solvents, and the corresponding products are obtained regioselectively. Dihydrosulfenylation of alkynes with thiols can also be achieved by using a zinc catalyst, and the reaction is preferentially promoted over monohydrosulfenylation. The reaction can also give dithioacetals regioselectively in excellent yields.
Regioselective hydrothiolation of terminal acetylene catalyzed by magnetite (Fe3O4) nanoparticles
Rocha, Manuela S. T.,Rafique, Jamal,Saba, Sumbal,Azeredo, Juliano B.,Back, Davi,Godoi, Marcelo,Braga, Antonio L.
supporting information, p. 291 - 298 (2017/02/10)
Herein, we report a new and solvent-free methodology for the preparation of vinyl thioethers from terminal alkynes and thiols, using magnetite (Fe3O4) nanoparticles as a recyclable catalyst. With this greener method, the desired viny
Design and Synthesis of Novel 4-Phenoxyquinolines Bearing 3-Hydrosulfonylacrylamido or 1H-Imidazole-4-carboxamido Scaffolds as c-Met Kinase Inhibitors
Wang, Jiao,Xie, Lijun,Wang, Yu,Wang, Xiaoqiang,Xi, Shuancheng,Zeng, Tianfang,Gong, Ping,Zhai, Xin
, (2017/02/15)
A series of novel 6,7-disubstituted-4-phenoxyquinoline derivatives bearing (E)-3-hydrosulfonylacrylamido or 1H-imidazole-4-carboxamido moieties were designed, synthesized and evaluated for their cytotoxicity against A549, MKN-45, and HT-29 cancer cell lines in vitro. All the target compounds showed moderate to significant cytotoxic activity against the tested cells with IC50 values ranging from 0.13 to 2.65 μM. Five of them were further examined for their inhibitory activity against c-Met kinase, which identified compound 30 as a promising agent (c-Met IC50 = 1.52 nM) with IC50 values of 0.24, 0.45, and 0.13 μM against HT-29, MKN-45, and A549 cells, respectively.
One-pot synthesis of (Z)-β-sulfonyl enoates from ethyl propiolate
Downey, C. Wade,Craciun, Smaranda,Neferu, Ana M.,Vivelo, Christina A.,Mueller, Carly J.,Southall, Brian C.,Corsi, Stephanie,Etchill, Eric W.,Sault, Ryan J.
supporting information, p. 5763 - 5765 (2012/10/29)
β-Sulfonyl enoates may be synthesized through a one-pot two-step sequence from ethyl propiolate with good to excellent selectivity for the Z isomer. Trialkylamines catalyze thioconjugate additions of aryl thiols, and alkoxides catalyze the addition of ali
One-pot three-step thioconjugate addition-oxidation-Diels-Alder reactions of ethyl propiolate
Downey, C. Wade,Craciun, Smaranda,Vivelo, Christina A.,Neferu, Ana M.,Mueller, Carly J.,Corsi, Stephanie
supporting information, p. 5766 - 5768 (2012/11/06)
Ethyl propiolate undergoes one-pot three-step thioconjugate addition-oxidation-Diels-Alder cycloaddition when treated with a variety of thiols in the presence of catalytic base, meta-chloroperbenzoic acid, lithium perchlorate, and cyclopentadiene. The reaction of S-aryl thiols is catalyzed by trialkylamines, and the reaction of aliphatic thiols requires catalytic alkoxide base. Yields of the major diastereomer of the conveniently functionalized bicyclic products range from 47% to 81% depending upon the thiol reactant, which compares favorably to yields observed when the entire synthesis is performed step-by-step.
