897796-35-9Relevant academic research and scientific papers
Synthesis of benzimidazoles by copper-catalyzed aerobic oxidative domino reaction of 1,2-diaminoarenes and arylmethyl halides
Qiu, Dezhi,Wei, Haidong,Zhou, Lihong,Zeng, Qingle
, p. 109 - 112 (2014/02/14)
Arylmethyl halides are readily synthesized via halogenation from the basic raw materials, even in green processes. They are used to replace their downstream products to prepare medicinally important 2-aryl benzimidazoles. CuBr-catalyzed synthesis of 2-aryl benzimidazoles from arylmethyl halides and 1,2-diaminoarenes via a one-pot domino reaction is developed. This new synthetic method is simple, practical and cost saving, and tolerates wide functional groups. A mechanism of CuBr-catalyzed aerobic oxidative domino reaction via a one-pot four-step process is proposed.
Cu(I)-catalyzed synthesis of 2-substituted benzimidazoles from 2-iodoanilines and amides
Yuan, Hua,Chen, Yongxin,Song, Jinli,Chen, Chunxia,Chen, Baohua
supporting information, p. 1247 - 1249 (2013/11/06)
A novel and efficient approach to the synthesis of 2-substituted benzimidazoles has been developed via CuI/DMEDA-catalyzed coupling reaction and post-cyclization with glacial acetic acid from readily available 2-iodoanilines and amides. This method is suitable for the construction of a variety of benzimidazoles in moderate to good yields under short reaction times. A novel and efficient approach to the synthesis of 2-substituted benzimidazoles has been developed via CuI/DMEDA-catalyzed coupling reaction and post-cyclization with glacial acetic acid from readily available 2-iodoanilines and amides. This method is suitable for the construction of a variety of benzimidazoles in moderate to good yields under short reaction times. Copyright
Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines
Huang, Jinbo,He, Yimiao,Wang, Yong,Zhu, Qiang
supporting information, p. 13964 - 13967 (2013/01/15)
A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp2)-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved. Copyright
Direct imidation to construct 1H-benzo[d]imidazole through Pd II-catalyzed C-H activation promoted by thiourea
Xiao, Qing,Wang, Wen-Hua,Liu, Gang,Meng, Fan-Ke,Chen, Jia-Hua,Yang, Zhen,Shi, Zhang-Jie
supporting information; experimental part, p. 7292 - 7296 (2010/03/24)
A study was conducted to demonstrate the development of a method to construct 1H-benzo[d]immidazole through PdII -catalyzed intermolecular C-H activation starting from N-phenylbenziimidamide. The detailed mechanism investigations indicated that a palladacycle monomer or dimer was the key intermediate for this transformation, demonstrating that thiourea was first used to influence the efficiency of C-H activation. The method was found to construct 1H-benzo[d]immidazole through PdII -catalyzed intermolecular C-H activation extending the substrate scope widely. It also demonstrated the introduction of thiourea (tetramethylthiourea) (TMTU) for the first time as an additive to promote the efficiency of PdII catalysis for the direct C-H transformation. N-phenylbenziimidamide was also readily synthesized through the addition of aniline to benzonitrile according to the method to conduct the investigations.
The synthesis of benzimidazole derivatives in the absence of solvent and catalyst
Yu, Chuanming,Guo, Peng,Jin, Can,Su, Weike
experimental part, p. 333 - 336 (2009/12/25)
Differently substituted benzimidazoles have been synthesised from o-phenylenediamine and arylaldehydes or arylmethylene-malononitriles absorbed on silica gel. The reaction was carried out by intermittent grinding or by a microwave-assisted technique under solvent- and catalyst-free conditions giving good yields of the products.
