49633-86-5Relevant academic research and scientific papers
Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors
Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.
, (2021/10/05)
Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof
Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant
Zhou, Xibing,Zhang, Guoying,Huang, Renbin,Huang, Hanmin
, p. 365 - 369 (2021/01/26)
Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.
Superacid-promoted synthesis of quinoline derivatives
Klumpp, Douglas A.,Stentzel, Michael R.,Vuong, Hein
supporting information, (2020/01/24)
A series of vinylogous imines have been prepared from anilines and cinnamaldehydes. These substrates react in superacidic media to provide quinolines and related compounds. A mechanism for the conversion is proposed which involves the cyclization of dicationic superelectrophilic intermediates. Aromatization of the quinoline ring is thought to occur by superacid-promoted elimination of benzene.
Β - chloro - α, β - unsaturated - 1, 3 - dithiane compound preparation method and application of
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, (2018/04/27)
The invention provides a beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound preparation method and use. The preparation method comprises that a solvent, 2-chloro-1,3-dithiane, an alkyne compound and iodine and/or di-tert-butyl peroxide are added into a reactor, the mixture undergoes a reaction at a certain temperature and the reaction product is separated and purified so that the corresponding beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound is obtained. The preparation method utilizes cheap and easily available raw materials and realizes high efficiency preparation of the beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound by simple mixing and stirring. The preparation method has the advantages of mild reaction conditions, high yield, environmental friendliness and atom economy. The beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound can be used for preparation of a plurality of useful compound skeletons and especially for preparation of pyrazole, acridine and phenyl hydrazone compounds, a beta-chloro-alpha, beta-nonsaturated aldehyde compound, a beta-carbonyl or alpha, beta-nonsaturated-1,3-dithiane compound and an allene compound.
Thermolysis of N-aryl enaminoimine hydrochloride derivatives: A short and general method for the synthesis of pyranoquinolin-3-one and pyranoacridin-3-one derivatives
Patra, Prasanta,Kar, Gandhi K.,Khatua, Biswajit
, p. 1306 - 1310 (2015/04/27)
A short synthesis of 3H-pyrano[3,2-f]quinolin-3-one, 3H-acenaphtho[1,2-b]pyrano-[3,2-f]quinolin-3-one, and 3H-benzo[h]pyrano[3,2-a]acridin-3-one derivatives are described via thermolysis of suitable enaminoimine hydrochloride derivatives.
Synthesis of novel β-aryl-β-(methylthio)acroleins via Vilsmeier-Haack protocol as potential 1,3-dielectrophilic three-carbon building blocks
Byre Gowda,Charanraj,Pradeepa Kumara,Ramesh,Thomas,Sadashiva,Junjappa
, p. 4475 - 4479 (2014/08/05)
A new general route for the synthesis of novel β-aryl-β- (methylthio)acroleins, a class of stable potential 1,3-dielectrophilic synthons, has been reported. The overall protocol involves treatment of either β-chloroacroleins or their precursor iminium salts (generated in situ from the corresponding active methylene ketones under Vilsmeier-Haack reaction conditions) with S,S-dimethyldithiocarbonates (DDC)/aqueous KOH in either a one-pot or two-step process. The dimethyldithiocarbonate (DDC)/30% aqueous KOH has been shown to be an excellent source of methylthiolate anion.
Efficient catalytic activity of transition metal ions in Vilsmeier-Haack reactions with acetophenones
Aneesa,Rajanna,Venkateswarlu,Reddy, K. Rajendar,Kumar, Y. Arun
, p. 721 - 733 (2013/10/21)
Vilsmeier-Haack (VH) formylation reactions with acetophenones are sluggish in acetonitrile medium even at elevated temperatures. However, millimolar concentrations of transition metal ions such as Cu(II), Ni(II), Co(II), and Cd(II) were found to exhibit efficient catalytic activity in Vilsmeier-Haack Reactions with acetophenones. Reactions are accelerated remarkably in the presence of transition metal ions. The VH reactions followed second order kinetics and afforded acetyl derivatives under kinetic conditions also irrespective of the nature of oxychloride (POCl3 or SOCl2) used for the preparation of VH reagent along with DMF. On the basis of UV-vis spectroscopic studies and kinetic observations, participation of a ternary precursor [M(II) S (VHR)] in the rate-limiting step has been proposed to explain the mechanism of the metal ion-catalyzed VH reaction.
Continuous-flow preparation and use of β-chloro enals using the Vilsmeier reagent
Pellegatti, Laurent,Buchwald, Stephen L.
, p. 1442 - 1448 (2012/10/29)
The Vilsmeier reagent is used in the preparation of a wide variety of heterocycles, such as pyrazoles, via formation of β-chloroacrolein intermediates. However, use of this extremely reactive reagent on large scale requires special precautions to avoid potentially dangerous exotherms. This article describes the safe preparation at room temperature of the Vilsmeier reagent under flow conditions for the formation of β-chloroacroleins and 3-formylchromones, as well as the use of these in multistep, continuous flow processes for the syntheses of β-acrylonitriles and polysubstituted pyrazoles.
Synthesis of a novel series of thieno[3,2-d]pyrimidin-4-(3H)-ones
Abdillahi, Ismail,Kirsch, Gilbert
scheme or table, p. 1428 - 1430 (2010/10/03)
2-Aminothieno[3,2-d]pyrimidin-4-ones were synthesized in one step by condensation of 3-amino(benzo)thiophene car-boxylate with chloroformamidine hydrochloride. Georg Thieme Verlag Stuttgart.
Synthesis and characterization of novel, thermally stable 2-aryl-5-dicyanovinylthiophenes and 5-aryl-5'-dicyanovinyl-2,2'-bithiophenes as potentially promising non-linear optical materials
Herbivo, Cyril,Comel, Alain,Kirsch,Fonseca, A. Maurício C.,Belsley, M.,Raposo, M. Manuela M.
scheme or table, p. 217 - 226 (2010/11/05)
Two series of dicyanovinyl-substituted compounds namely 2-aryl-5-dicyanovinylthiophenes and 5-aryl-5′-dicyanovinyl-2,2′-bithiophenes were synthesized through Knoevenagel condensation of the corresponding 2-aryl-5-formyl-thiophenes and 5-aryl-5′-formyl-2,2
