730-29-0Relevant academic research and scientific papers
Three-Way Chemoselectivity Switching through Coupled Equilibria
Puangsamlee, Thamon,Miljani?, Ognjen ?.
supporting information, p. 5900 - 5904 (2020/08/05)
Controlling the chemoselectivity of reactions operating on complex mixtures, including those found in biological and petrochemical feedstocks or in the primordial soup from which life emerged, is generally challenging. The selectivity of imine oxidation c
Metal-free selective synthesis of 2-substituted benzimidazoles catalyzed by Br?nsted acidic ionic liquid: Convenient access to one-pot synthesis of N-alkylated 1,2-disubstituted benzimidazoles
Senapak, Warapong,Saeeng, Rungnapha,Jaratjaroonphong, Jaray,Promarak, Vinich,Sirion, Uthaiwan
, p. 3543 - 3552 (2019/05/29)
A novel efficient method for the selective synthesis of 2-substituted benzimidazoles is described through condensation reaction of o-phenylenediamines with a wide rang of aliphatic, aromatic and heteroaromatic aldehyde substrates using Br?nsted acidic ionic liquid as a reusable catalyst under metal-free conditions at ambient temperature. Notably, Dodecylimidazolium hydrogen sulfate ([DodecIm][HSO4]) is the most efficient catalyst for good to excellent yields of the corresponding products (up to 98%). Subsequently, this protocol was successfully applied for the preparation of N-alkylated 1,2-disubstituted benzimidazoles in high to excellent yields via sequential one-pot reaction. In addition, catalysts are recycled at least four times without significant loss in activity.
Remarkable Acceleration of Benzimidazole Synthesis and Cyanosilylation Reactions in a Supramolecular Solid Catalyst
Rojas-Buzo, Sergio,García-García, Pilar,Corma, Avelino
, p. 997 - 1004 (2017/03/27)
A solid metal–organic catalyst with hydrophobic pockets and Lewis acid centers strongly accelerates the reaction rate for organic reactions. This is exemplified for the cyanosilylation of ketones and for the synthesis of benzimidazoles, for which very hig
Efficient synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles in ball mill without solvent
Jin, Meihong,Song, Guowei,Li, Zhenjiang,Zhou, Feng,Fan, Bo,Ouyang, Pingkai
, p. 1838 - 1843 (2015/01/09)
2-Aryl-1-arylmethyl-1H-benzimidazoles were prepared in excellent yields by the condensation of o-phenylenediamine with aldehydes under mechanically activated solvent-free conditions in ball mill using FeCl3· 6H2O as the catalyst.
An efficient and environmental benign synthesis of 2-benzimidazoles and 2-benzothiazoles using CeCl3-NaI as catalyst
Zhu, Xun,Wei, Yunyang
, p. 119 - 121 (2013/04/23)
A one-pot condensation of an aldehyde with 1,2-phenylenediamine or 2-aminothiophenol in dimethyl carbonate at 100°C under O2 in the presence of catalytic amounts of CeCl3-NaI gave an imine intermediate, which cyclised and dehydrogenated to give 2-arylbenzimidazoles or 2-arylbenzothiazoles in good yields.
Features of the reactions of β-Aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-Binucleophiles
Baichurina,Baichurin,Filippenko,Aboskalova,Berestovitskaya
, p. 1400 - 1408 (2013/01/15)
The reactions of β-aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-binucleophiles proceed regiospecifically through the initial formation of the AdN products, among which only the product from oaminothiophenol was isolated. The conditions of converting the S-adducts into 2-aryl(heteryl)benzothiazole were found. The N-adducts formed in the reaction with hydrazine, o-phenylenediamine, and o-aminophenol undergo immediately the spontaneous transformation into the linear (azine, azomethine) or heterocyclic (benzimidazole) structures. Pleiades Publishing, Ltd., 2012.
Synthesis, characterization and use of Schiff bases as fluorimetric analytical reagents (part II)
Ibrahim, Mohamed N.,Sharif, Salaheddin A. I.
experimental part, p. 180 - 184 (2012/02/02)
Many Schiff bases were prepared by condensation reaction of certain aromatic amines with aromatic aldehydes derivatives and then the fluorescence properties of these Schiff bases were examined in acidic and basic media. It is shown that these compounds can be used for fluorimetric monitoring of small pH changes.
Synthesis and antibacterial activities of some schiff bases
Ibrahim, Mohamed N.,Sharif, Salaheddin A. I.,El-Tajory, Ahmad N.,Elamari, Asma A.
experimental part, p. 212 - 216 (2012/02/04)
Schiff bases p-hydroxybenzylidene-2-carboxyaniline, p-nitrobenzylidene-2- carboxyaniline, p-(N, N-dimethyl)aminobenzylidene-2-carboxyaniline, N-(4-hydroxybezylidene)-benzene-1,2-diamine, N-(4-nitrobezylidene)benzene-1,2- diamine,N-(4-(N, N-dimethylaminobezylidene)benzene-1,2-diamine, N-(4-(N,Ndimethylamino) benzylidene)naphthalen-1-amine,N-(4-nitrobenzylidene) naphthalen-1-amine,N-(4-chlorobenzylidene)naphthalen-1-amine,sodium-4-(4-(N, N-dimethyl amino)benzylideneamino)naphthalene-1-sulfonate,sodium -4-(4-nitrobenzylideneamino) naphthalene-1-sulfonate and sodium-4-(4- chlorobenzylideneamino) naphthalene-1-sulfonate obtained by condensation of aniline and naphthylamine derivatives with some aromatic aldehydes were characterized by physical and spectral methods. The biological activity of these products were as antibacterial agents against three species of human pathogenic bacteria such as Escherichia coli, Staphylococcus aureus and Klebsiella sp. Nearly 50% of these compounds showed reasonable activity against the bacterial species investigated and we found that the antibacterial activity is dependent on the molecular structure of the compounds.
Novel method for the syntheses of 2-substituted benzimidazoles using Ti(IV) isopropoxide and cumene hydroperoxide
Havaldar, Freddy H.,Mule, Ganesh,Dabholkar, Bhushan
experimental part, p. 2304 - 2308 (2011/06/27)
Various 2-substituted benzimidazoles were prepared in one pot by condensation of o-phenylenediamine with an appropriate aldehyde in good to excellent yields using a mixture of Ti(IV) isopropoxide and cumene hydroperoxide. Copyright
Aqueous 1M glucose solution as a novel and fully green reaction medium and catalyst for the oxidant-free synthesis of 2-arylbenzimidazoles
Rostamizadeh, Shahnaz,Aryan, Reza,Ghaieni, Hamid Reza
scheme or table, p. 1794 - 1804 (2011/06/24)
The reaction of various o-phenylenediamines and substituted benzaldehydes was carried out in 1M glucose solution as reaction medium and catalyst under one-pot oxidantfree conditions. The desired products were obtained at 60 °C with good to excellent yields, and the reaction was performed chemoselectively without formation of 1,2-disubstituted benzimidazoles. No need for any extra oxidant, simple workup, and use of carbohydrates as fully green promoters are some advantages of the present work.
