1132753-92-4Relevant articles and documents
Nano ZnO catalyzed one-pot synthesis of benzimidazoles from o-phenylenediamine with aldehydes
Qian, Kun,Nian, Xin,Zhu, Guan-Ming,Cui, Dong Mei,Zhang, Chen
, p. 4045 - 4048 (2015)
Nano-ZnO was found to be a highly efficient and reusable heterogeneous catalyst for the one-pot synthesis of substituted benzimidazoles from aromatic aldehydes with o-phenylenediamine in moderate to good yield. The spent catalyst can be easily recovered and reused for five cycles with consistent activity.
Nickel catalyzed sustainable synthesis of benzazoles and purines: Via acceptorless dehydrogenative coupling and borrowing hydrogen approach
Chakraborty, Gargi,Guin, Amit Kumar,Mondal, Rakesh,Paul, Nanda
, p. 7217 - 7233 (2021/08/30)
Herein we report nickel-catalyzed sustainable synthesis of a few chosen five-membered fused nitrogen heterocycles such as benzimidazole, purine, benzothiazole, and benzoxazole via acceptorless dehydrogenative functionalization of alcohols. Using a bench stable, easy to prepare, and inexpensive Ni(ii)-catalyst, [Ni(MeTAA)] (1a), featuring a tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)), a wide variety of polysubstituted benzimidazole, purine, benzothiazole, and benzoxazole derivatives were prepared via dehydrogenative coupling of alcohols with 1,2-diaminobenzene, 4,5-diaminopyrimidine, 2-aminothiphenol, and 2-aminophenol, respectively. A wide array of benzimidazoles were also prepared via a borrowing hydrogen approach involving alcohols as hydrogen donors and 2-nitroanilines as hydrogen acceptors. A few control experiments were performed to understand the reaction mechanism.
Zirconium based porous coordination polymer (PCP) bearing organocatalytic ligand: A promising dual catalytic center for ultrasonic heterocycle synthesis
Panahi, Paria,Nouruzi, Nasrin,Doustkhah, Esmail,Mohtasham, Hamed,Ahadi, Arefeh,Ghiasi-Moaser, Azra,Rostamnia, Sadegh,Mahmoudi, Ghodrat,Khataee, Alireza
, (2019/07/12)
Herein, the efficient role of ultrasonic irradiation both in synthesis of Zr based porous coordination polymer (Zr-PCP) nanoparticles and boosting its catalytic activity, towards the benzimidazoles synthesis is represented. We use an amine based ligand (amino-terephthalate) for PCP and we exhibit that it can have a synergistic catalytic activity. In this work, a unique nano-engineering of cooperative and synergistic catalytic activity of zirconium, as a Lewis acid, and aminophenylene, as an organocatalyst, in the synthesis of heterocycles is presented for the synthesis of benzimidazole from cascade reaction of phenylene diamine with aldehyde at ambient temperature. Zr and amine groups of the Zr-PCP are active catalytic sites which in combination with the ultrasonic irradiation leads to a high selectivity and rapid catalytic production of benzylimidazoles. N2 adsorption-desorption along with BJH analyses confirm the microporosity of the catalyst and recyclability shows that the catalyst is green and sustainable heterogeneous microporous catalyst.
Selective Synthesis of 2-Substituted and 1,2-Disubstituted Benzimidazoles Directly from Aromatic Diamines and Alcohols Catalyzed by Molecularly Defined Nonphosphine Manganese(I) Complex
Das, Kalicharan,Mondal, Avijit,Srimani, Dipankar
, p. 9553 - 9560 (2018/07/21)
Herein, we present a selective synthesis of 2-substituted and 1,2-disubstituted benzimidazoles by acceptorless dehydrogenative coupling of aromatic diamine with primary alcohols. The reaction is catalyzed by a phosphine-free tridentate NNS ligand-derived manganese(I) complex.
Complexes of (η5-Cp*)Ir(iii) with 1-benzyl-3-phenylthio/selenomethyl-1,3-dihydrobenzoimidazole-2-thione/selenone: catalyst for oxidation and 1,2-substituted benzimidazole synthesis
Sharma, Alpesh K.,Joshi, Hemant,Bhaskar, Renu,Singh, Ajai K.
, p. 2228 - 2237 (2017/02/23)
The treatment of 1-benzyl-3-phenylthio/selenomethyl-1,3-dihydrobenzoimidazole-2-thione/selenone [L1-L4] with [(η5-Cp*)IrCl(μ-Cl)]2 at 25 °C followed by NH4PF6 results in [(η5-Cp*)Ir(L)Cl][PF6/su
