1187828-42-7Relevant academic research and scientific papers
Synthesis of Binuclear Isoquinoline- and Pyridine-Fused Benzimidazole-4,7-diones by Magnetic MOF-199-Catalyzed C–C Coupling/Cyclization Followed by Oxidation
Diep, Thi Duyen,Dao, Pham Duy Quang,Cho, Chan Sik
, p. 4071 - 4079 (2019)
2-(2-bromoaryl)-4,7-dimethoxy-1H-benzo[d]imidazoles and (Z)-2-(2-bromovinyl)-4,7-dimethoxy-1H-benzo[d]imidazoles react with 1,3-diketones by microwave irradiation in DMF in the presence of a catalytic amount of recyclable Fe3O4@SiO2@MOF-199 along with a base to give binuclear isoquinoline- and pyridine-fused benzimidazoles, respectively. Treatment of such binuclear N-fused hybrid scaffolds with ceric ammonium nitrate in acetonitrile/H2O or HBr/FeCl3 in H2O affords binuclear isoquinoline- and pyridine-fused benzimidazole-4,7-diones in good to high yields.
Synthesis of Trinuclear Benzimidazole-Fused Hybrid Scaffolds by Transition Metal-Free Tandem C(sp2)?N Bond Formation under Microwave Irradiation
Dao, Pham Duy Quang,Cho, Chan Sik
, p. 4088 - 4098 (2021/06/16)
2-(2-Bromoaryl)- and 2-(2-bromovinyl)benzimidazoles have been coupled and cyclized with 2-methoxy- and 2-aryloxybenzimidazoles as building blocks in the presence of a base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]quinazolines and -pyrimidines, respectively, in good yields. 2-(2-Bromoaryl)- and 2-(2-bromovinyl)imidazoles also reacted with 2-methoxybenzimidazoles in the presence of base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]quinazolines and -pyrimidines, respectively, in similar yields. This process seems to proceed via an initial C(sp2)-N coupling by an addition-elimination nucleophilic aromatic substitution (SNAr) and subsequent cyclization accompanied by extrusion of alcohols.
Synthesis of substituted benzimidazo[2,1-a]isoquinolines and its condensed analogues using Pd(0)-catalyzed cyclization/C-H activation
Nandi, Sukla,Samanta, Shubhankar,Jana, Susovan,Ray, Jayanta K.
scheme or table, p. 5294 - 5297 (2010/11/03)
An efficient route for the synthesis of benzimidazo[2,1-a]isoquinolines and its condensed analogues has been developed via the palladium-catalyzed cyclization/C-H activation of N-allyl and N-methallyl derivatives of benzimidazoles.
Synthesis of aryl ring-fused benzimidazolequinones using 6-exo-trig radical cyclizations
Moriarty, Eoin,Aldabbagh, Fawaz
scheme or table, p. 5251 - 5253 (2009/12/06)
The preparation of alicyclic ring-fused tetracyclic and pentacyclic benzimidazoles containing one and two fused aryl rings, respectively, is achieved conveniently in three steps, including Bu3SnH-mediated 6-exo-trig cyclization of σ-aryl radica
