22492-13-3Relevant academic research and scientific papers
Efficient and green catalytic system incorporating new benzimidazolium salts for the Sonogashira cross-coupling reaction
Yavuz, Kemal,Kü?ükbay, Hasan
, (2018)
A number of novel benzimidazole salts were synthesized and their structures were determined using 1H NMR, 13C NMR and infrared spectroscopic techniques and elemental analysis. A catalyst system consisting of Pd(OAc)2 and copper nanoparticles in the presence of Cs2CO3 and incorporating the novel benzimidazole salts in poly(ethylene glycol) solvent significantly improved the yields of Sonogashira reactions between aryl halides and phenylacetylene under microwave irradiation in 10?min.
Syntheses of 1-substituted 1,2,4-triazoles, imidazoles and benzimidazoles
Sharifian,Parang,Zorrieh-Amirian,Nazarinia,Shafiee
, p. 1421 - 1423 (1994)
Substituted 2-phenethyl-1,2,4-triazoles, 1-phenethylimidazoles 3 and 1-phenethylbenzimidazoles 5 were synthesized from the reaction of compound 8 with tri-n-butyltin hydride in good yield. The reaction of substituted-2-phenethyl halide with 1H-1,2,4-triaz
N-Heterocyclic Carbene (NHC)-Stabilized Ru0 Nanoparticles: In Situ Generation of an Efficient Transfer Hydrogenation Catalyst
Kathuria, Lakshay,Din Reshi, Noor U.,Samuelson, Ashoka G.
supporting information, p. 7622 - 7630 (2020/05/29)
Tethered and untethered ruthenium half-sandwich complexes were synthesized and characterized spectroscopically. X-ray crystallographic analysis of three untethered and two tethered Ru N-heterocyclic carbene (NHC) complexes were also carried out. These RuNHC complexes catalyze transfer hydrogenation of aromatic ketones in 2-propanol under reflux, optimally in the presence of (25 mol %) KOH. Under these conditions, the formation of 2–3 nm-sized Ru0 nanoparticles was detected by TEM measurements. A solid-state NMR investigation of the nanoparticles suggested that the NHC ligands were bound to the surface of the Ru nanoparticles (NPs). This base-promoted route to NHC-stabilized ruthenium nanoparticles directly from arene-tethered ruthenium–NHC complexes and from untethered ruthenium–NHC complexes is more convenient than previously known routes to NHC-stabilized Ru nanocatalysts. Similar catalytically active RuNPs were also generated from the reaction of a mixture of [RuCl2(p-cymene)]2 and the NHC precursor with KOH in isopropanol under reflux. The transfer hydrogenation catalyzed by these NHC-stabilized RuNPs possess a high turnover number. The catalytic efficiency was significantly reduced if nanoparticles were exposed to air or allowed to aggregate and precipitate by cooling the reaction mixtures during the reaction.
Carbonylative Acetylation of Heterocycles
Zhang, Youcan,Yin, Zhiping,Wu, Xiao-Feng
supporting information, p. 213 - 216 (2020/01/22)
Herein, a new procedure for the carbonylative acetylation of heterocycles has been developed. In this process, organic peroxide acts as the methyl source. Various heterocycles were transformed into the corresponding methyl heterocyclic ketones in moderate to good yields.
Intramolecular arylation of benzimidazoles via Pd(II)/Cu(I) catalyzed cross-dehydrogenative coupling
Pereira, Kyle C.,Porter, Ashley L.,Deboef, Brenton
supporting information, p. 1729 - 1732 (2014/03/21)
Electron poor benzimidazole substrates were arylated via an intramolecular cross-dehydrogenative coupling (CDC) reaction. These CDC reactions were catalyzed by a Pd(II)/Cu(I) catalyst system, capable of producing moderate yields on a large library of substrates. The substrate scope consisted of tethered arene-benzimidazoles that upon coupling, produced a fused polycyclic motif.
Access to aromatic ring-fused benzimidazoles using photochemical substitutions of the benzimidazol-2-yl radical
Oconnell, Joanne M.,Moriarty, Eoin,Aldabbagh, Fawaz
, p. 3371 - 3377,7 (2012/12/12)
Photochemical five-, six-, and seven-membered cyclizations from 2-iodo-1-(ω-arylalkyl)-1H-benzimidazoles are described. This method of producing aromatic ring-fused benzimidazoles is significantly more efficient than literature radical protocols using chemical initiators, although 2-iodo-1-(ω-pyridin-2-ylalkyl)-1H-benzimidazoles preferentially undergo a nucleophilic ipso-substitution onto the benzimidazole-2-position.
Access to aromatic ring-fused benzimidazoles using photochemical substitutions of the benzimidazol-2-yl radical
Oconnell, Joanne M.,Moriarty, Eoin,Aldabbagh, Fawaz
, p. 3371 - 3377 (2013/01/15)
Photochemical five-, six-, and seven-membered cyclizations from 2-iodo-1-(ω-arylalkyl)-1H-benzimidazoles are described. This method of producing aromatic ring-fused benzimidazoles is significantly more efficient than literature radical protocols using chemical initiators, although 2-iodo-1-(ω-pyridin-2-ylalkyl)-1H-benzimidazoles preferentially undergo a nucleophilic ipso-substitution onto the benzimidazole-2-position. Georg Thieme Verlag Stuttgart - New York.
Synthesis, antibacterial and antifungal activities of electron-rich olefins derived benzimidazole compounds
Kuecuekbay, Hasan,Durmaz, Riza,Orhan, Ersin,Guenal, Selami
, p. 431 - 437 (2007/10/03)
New benzimidazole derivatives were synthesised by electron-rich olefines (7, 8 and 9) with appropriate reagents. The compounds synthesised were identified by 1H NMR, 13C NMR, FT-IR spectroscopic techniques and elemental analysis. All compounds studied in this work were screened for their in vitro antimicrobial activities against the standard strains: Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (ATCC 29213), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853) and the yeasts Candida albicans and Candida tropicalis. Eleven of the compounds inhibited the growth of gram-positive bacteria (E. faecalis and S. aureus) at MIC values between 50 and 400 μg/ml. None of the compounds exhibit antimicrobial activity against Gram-negative bacteria (E. coli and P. Aeruginosa) at the concentrations studied (6.25-800 μg/ml). Nine of the tested compounds showed an antifungal activity with a range of the MICs between 50 and 400 μg/ml.
