155228-12-9Relevant academic research and scientific papers
Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst
Choi, Isaac,Müller, Valentin,Lole, Gaurav,K?hler, Robert,Karius, Volker,Vi?l, Wolfgang,Jooss, Christian,Ackermann, Lutz
supporting information, p. 3509 - 3514 (2020/03/03)
Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.
N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles
Zhou, Quan,Liu, Shu,Ma, Ming,Cui, He-Zhen,Hong, Xi,Huang, Shuang,Zhang, Jing-Fan,Hou, Xiu-Feng
supporting information, p. 1315 - 1322 (2018/03/10)
N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.
Ligand-free CuO nanospindle catalyzed arylation of heterocycle C-H bonds
Zhang, Wu,Zeng, Qinglong,Zhang, Xinming,Tian, Yujie,Yue, Yun,Guo, Yujun,Wang, Zhenghua
experimental part, p. 4741 - 4745 (2011/07/08)
CuO nanospindles have been developed to efficiently catalyze the direct arylation of heterocycle C-H bonds with moderate to excellent yields. This reaction can be applied to heterocycles such as benzoxazole, benzothiazole, and 1-methylbenzimidazole in the presence of a more environmentally friendly inorganic base like K2CO3 under ligand-free catalytic conditions. In addition, the catalyst can be recycled and reused without any significant decrease in catalytic activity.
Synthesis of 1-methylbenzimidazoles from carbonitriles
Sluiter, Jonas,Christoffers, Jens
experimental part, p. 63 - 66 (2009/05/27)
The NaH-mediated N-methylbenzimidazole formation starting from carbonitriles and N-methyl-1,2-phenylenediamine is reported to be a procedure compatible with acid-labile acetal protective groups within the starting materials. Products were further converte
A minimalist approach to C-H activation by copper
Kuebel-Pollak, Anita,Ruettimann, Stephane,Dunn, Nichola,Melich, Xavier,Williams, Alan F.,Bernardinelli, Gerald
, p. 841 - 853 (2007/10/03)
The complex [Cu2(1)2]2+ (1=1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene) undergoes slow oxidation by dioxygen in DMF solution to give the hydroxylated product [Cu 2(2-H)2]2+ (2=2,6-bis(1-methyl-1H-benzimidazol- 2-yl)phenol) characterized by an X-ray crystal-structure analysis. The oxidation occurs much faster when CuII is mixed with 1 in the presence of H2O2, with 80% hydroxylation observed within a few minutes. The mononuclear complex formed with 1-methyl-2-phenyl-1H-benzimidazole (3) shows no hydroxylation under these conditions. It is concluded that the hydroxylation requires the presence of a ligand capable of stabilizing a binuclear species, but no special coordinative activation of the copper is required.
Intermolecular SNAr of the heterocycle-activated nitro and fluoro groups-application in the synthesis of polyazamacrocyclic ligands
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Page/Page column 30, (2010/02/14)
A new class of tetracylic benzimidazole compounds and derivatives thereof. Additionally provided is a synthetic route for the generation of these and related compounds via Intramolecular Aromatic Nucleophilic Substitution (SNAr) of the Benzimid
Intramolecular Aromatic Nucleophilic Substitution of the Benzimidazole-Activated Nitro Group
Fekner, Tomasz,Gallucci, Judith,Chan, Michael K.
, p. 4795 - 4798 (2007/10/03)
(Equation Presented) A wide range of 2-(2-nitrophenyl)-1H-benzimidazoles undergo high-yielding intramolecular SNAr of nitrite with N-pendant alkoxides under mild conditions (DMF, rt). When this operationally simple process is carried out at ele
