75717-35-0Relevant academic research and scientific papers
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.
Air Oxidative Radical Oxysulfurization of Alkynes Leading to α-Thioaldehydes
Zhou, Shao-Fang,Pan, Xiang-Qiang,Zhou, Zhi-Hao,Shoberu, Adedamola,Zhang, Pei-Zhi,Zou, Jian-Ping
, p. 5348 - 5354 (2015/05/27)
Air oxidative radical oxysulfurization of alkynes initiated by 0.5 mol % tert-butyl hydroperoxide with arylthiols is described. The reaction proceeded at room temperature in the presence of 5% mol water to afford selective α-thioaldehydes. (Chemical Equation Presented).
Organylzinc chalcogenolate promoted michael-type addition of α,β-unsaturated carbonyl compounds
Loren Nunes, Vanessa,De Oliveira, Ingryd Cristina,Soares Do Rego Barros, Olga
supporting information, p. 1525 - 1530 (2014/03/21)
We present the chemo-, regio-, and stereoselective synthesis of vinyl chalcogenide compounds promoted by organylzinc chalcogenolates. In this protocol, reductive cleavage of diorganyl dichalcogenide bonds by the Zn/NH 4OH system led to organylz
A recyclable biphasic system for stereoselective and easily handled hydrochalcogenations
Tidei, Caterina,Sancineto, Luca,Bagnoli, Luana,Battistelli, Benedetta,Marini, Francesca,Santi, Claudio
supporting information, p. 5968 - 5975 (2015/03/30)
Vinyl selenides and vinyl sulfides were prepared by hydrochalcogenation of alkynes with selenols and thiols generated in situ by the reduction of the corresponding diselenides and disulfides with elemental zinc in a biphasic acidic medium. The yields, ste
Organylzinc Chalcogenolate Promoted Michael-Type Addition of α,β-Unsaturated Carbonyl Compounds
L?ren Nunes, Vanessa,De Oliveira, Ingryd Cristina,Soares Do Rêgo Barros, Olga
supporting information, p. 1525 - 1530 (2015/10/05)
We present the chemo-, regio-, and stereoselective synthesis of vinyl chalcogenide compounds promoted by organylzinc chalcogenolates. In this protocol, reductive cleavage of diorganyl dichalcogenide bonds by the Zn/NH4OH system led to organylzi
Selectivity reversal during thia-Michael additions using tetrabutylammonium hydroxide: Operationally simple and extremely high turnover
Nicponski, Daniel R.,Marchi, Jennifer M.
supporting information, p. 1725 - 1730 (2014/07/08)
The use of tetrabutylammonium hydroxide as a novel and exceedingly efficient thia-Michael addition catalyst is herein described. This extremely simple methodology allows for the conjugate addition of a wide variety of mercaptan nucleophiles, and functions remarkably well with a very wide range of both classical and non-classical Michael acceptors. Contradistinctive to current literature reports, the use of this catalyst more efficiently promotes the addition of more basic thiols. This methodology is especially attractive and operationally simple, as it generally proceeds with only 1 mol% catalytic loading and without excess reagent, and the produced products typically require no purification. Georg Thieme Verlag Stuttgart New York.
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
A facile approach to substituted acrylates by regioselective and stereoselective addition of thiols and amines to an alkynyl ester in water
Randive, Nitin A.,Kumar, Varun,Nair, Vipin A.
experimental part, p. 1329 - 1332 (2011/09/20)
Water-promoted hydrothiolation and hydroamination of ethyl propiolate leading to highly regioselective and stereoselective formation of thioacrylates and β-enamino esters in excellent yields, by a simple, efficient, and environmentally friendly reaction p
Copper-catalyzed synthesis of vinyl sulfides
Bates, Craig G.,Saejueng, Pranorm,Doherty, Michael Q.,Venkataraman
, p. 5005 - 5008 (2007/10/03)
(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.
Thioalkylation of Enolates, II. α-Thioalkylation of Zinc Enolates to α,α-Disubstituted Ketones
Groth, Ulrich,Huhn, Thomas,Richter, Norbert
, p. 49 - 54 (2007/10/02)
An α-alkylation of the 2-methylcycloalkanones 1 and 4 at the higher substituted carbon can be achieved by thioalkylation of the corresponding zinc enolates with the α-chlorosulfides 3.The desulfurization can be carried out with either Raney nickel or lithium in diethylamine for compounds which contain double or triple bonds. Key Words: Zinc enolates, thioalkylation of / Ketones, α,α-disubstituted / Desulfurization
