1632-83-3Relevant articles and documents
Palladium-Catalyzed Ligand-Free C-N Coupling Reactions: Selective Diheteroarylation of Amines with 2-Halobenzimidazoles
Sang, Wei,Gavi, Ayao Jean,Yu, Bao-Yi,Cheng, Hua,Yuan, Ye,Wu, Yuan,Lommens, Petra,Chen, Cheng,Verpoort, Francis
, p. 129 - 135 (2020)
2-Aminobenzimidazoles are widely present in a number of bioactive molecules. Generally, the preparation of these molecules could be realized by the mono-substitution of 2-halobenzimidazoles with amines. However, rare examples were reported for the di-subs
Self-Assembly of Benzimidazole-Derived Tris-NHC Ligands and AgI-Ions to Hexanuclear Organometallic Cages and Their Unusual Transmetalation Chemistry
Nishad, Rajeev C.,Rit, Arnab
, p. 594 - 599 (2021)
Multi-ligand self-assembly to attain the AgI-N-heterocyclic carbene (NHC)-built hexanuclear organometallic cages of composition [Ag6(3 a,b)4](PF6)6 from the reaction of benzimidazole-derived tris(azolium) salts [H3-3 a,b](PF6)3 with Ag2O was achieved. The molecular structures of the cages were established by X-ray diffraction studies along with NMR and MS analyses. The existence of a single assembly in solution was supported by diffusion-ordered spectroscopy (DOSY) 1H NMR spectra. Further, transmetalation reactions of these self-assembled complexes, [Ag6(3 a,b)4](PF6)6, with CuI/AuI-ions provided various coinage metal-NHC complexes having diverse molecular compositions, which included the first example of a hexanuclear CuI-dodecacarbene complex, [Cu6(3 b)4](PF6)6.
Walther reaction in the benzazoles series and preparation of their 2-deutero derivatives
Lomov,Yutilov,Smolyar
, p. 241 - 242 (2006)
Reactions of 2-hydrazino-substituted 1-methylbenzimidazole, benzothiazole, and benzoxazole with azobenzene at 160-180°C resulted in hydrazino group elimination and formation of the corresponding 2-H-benzazoles. Under similar conditions the 2-deuterohydrazinobenzazoles prepared from 2-hydrazinobenzazoles and heavy water were converted into 2-deuterobenzazoles. Pleiades Publishing, Inc. 2006.
-
Inoue,Yokoo
, p. 3651 (1972)
-
-
Alley,Shirley
, p. 1791 (1958)
-
Kinetic analysis of the complete mechanochemical synthesis of a palladium(II) carbene complex
Allenbaugh, Rachel J.,Zachary, Jonathon R.,Underwood, A. Nicole,Bryson, J. Dillion,Williams, Joseph R.,Shaw, Angela
, (2020)
Benzimidazoline-2-ylidene complexes of palladium(II) were synthesized mechanochemically in a vibratory ball mill. Complete syntheses began with preparation of benzimidiazolium halides from commercially available starting materials. These “greener chemistr
Solid-phase synthesis of 1,2-benzophenazine and some fused imidazole derivatives
Zefirov,Sereda,Volkov,Tkachenko,Zyk
, p. 577 - 579 (1996)
The solid-phase synthesis of 1,2-benzophenazine and various N-methylbenzimidazoles using o-diaminoarenes is very promising and permits the synthesis of 1-methyl-4,5-[b]naphtho-1H-imidazole, which could not be obtained by the condensation of o-diaminoarenes with paraformaldehyde using the standard liquid-phase method. 1996 Plenum Publishing Corporation.
An interchangeable homogeneous ? heterogeneous catalyst system for furfural upgrading
Wang, Lu,Chen, Eugene Y.-X.
, p. 5149 - 5153 (2015)
Intercalation of benzimidazolium cations [BI]+ into the nanogalleries of Na+/montmorillonite (MMT) clay leads to generation of recyclable supported precatalysts [BI]+/MMT, which, upon treatment with a base, catalyze furfural self-condensation coupling reaction into furoin in almost constant yields of >96% over the three cycles investigated. This catalyst system combines the best features of both homogeneous and heterogeneous catalyst systems, as it performs the homogeneous molecular catalysis by the discharged N-heterocyclic carbene catalyst in solution and then recovers the catalyst through in situ heterogenization after the reaction via re-intercalation of the charged precatalyst. The [12,12BI]+/MMT catalyst system carrying two long-chain C12 dodecyl substituents on the [BI] nitrogen atoms is particularly effective for achieving both high product yield and catalyst recyclability.
The reaction of 1-ethoxycarbonyl-3-methylbenzimidazolium salts with electrogenerated and potassium superoxide
Itoh,Nagata,Okada,Ohsawa
, p. 1154 - 1156 (1994)
1-Ethoxycarbonyl-3-methylbenzimidazolium salts, which have two possible reactive sites toward superoxide, were allowed to react with KO2 and electrogenerated superoxide to give the ring-opened products and 1- methylbenzimidazoles. The former compounds were specific products for superoxide, and the product distributions were revealed to depend on the counter cation of superoxide.
ACYLATION OF BENZIMIDAZOLE BY THE REGEL-BUECHEL METHOD. 2. DEACYLATION AND DISSOCIATION OF 1-METHYL-3-ACYL-2-(1'-METHYL-2'-BENZIMIDAZOLYL)-4-BENZIMIDAZOLINES
Khristich, B. I.,Bondarenko, E. V.
, p. 284 - 287 (1987)
With excess acyl halide 1-methyl-3-acyl-2-(1'-methyl-2'-benzimidazolyl)-4-benzimidazoline is converted to an unstable 1-methyl-3-acyl-2-(1'-methyl-3-acyl-4'-benzimidazolin-2'-yl)benzimidazolium chloride, which undergoes intramolecular redox cleavage with the formation of 1,1'-dimethyl-2,2'-dibenzimidazolyl and an aldehyde and dissociates at the C-C bond that connects the benzimidazolium and benzimidazoline fragments into a carbene yield and a 1-methyl-3-acylbenzimidazolium chloride.
Methanol as the C1source: Redox coupling of nitrobenzenes and alcohols for the synthesis of benzimidazoles
An, Jie,Lai, Zemin,Li, Hengzhao,Peng, Mengqi,Sun, Yanhao,Yan, Zihan,Yang, Ruoyan,Zhang, Yuntong
supporting information, p. 748 - 753 (2022/02/02)
We present an operationally simple redox coupling for the synthesis of N-1 substituted benzimidazoles using feedstock building block 2-nitroaniline derivatives as the precursors and methanol as the C1 source. Higher atom, step, and redox economies and exc
Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes
Dong, Yaxi,Breit, Bernhard
supporting information, p. 6765 - 6769 (2021/09/11)
CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.
