Dao, Pham Duy Quang published the artcileSynthesis of Trinuclear Benzimidazole-Fused Hybrid Scaffolds by Transition Metal-Free Tandem C(sp2)-N Bond Formation under Microwave Irradiation, Application of 2-Methoxynaphthalene, the publication is European Journal of Organic Chemistry (2021), 2021(29), 4088-4098, database is CAplus.
The compounds 2-(2-bromoaryl)benzimidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-1H-1,3-benzodiazole and 2-(2-bromovinyl)benzimidazoles e.g., 2-[(1Z)-1-bromo-1-phenylprop-1-en-2-yl]-1H-1,3-benzodiazole have been coupled and cyclized with 2-methoxybenzimidazoles e.g., 2-methoxy-1H-1,3-benzodiazole and 2-aryloxybenzimidazoles e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole 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 e.g., I and benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]pyrimidines e.g., II, resp., in good yields. The compounds 2-(2-bromoaryl)imidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-4,5-diphenyl-1H-imidazole and 2-(2-bromovinyl)imidazoles e.g., (Z)-2-(1-bromo-1-phenylprop-1-en-2-yl)-4,5-diphenyl-1H-imidazole also reacted with 2-methoxybenzimidazoles (e.g., 2-methoxy-1H-1,3-benzodiazole/e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole) 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 e.g., III and benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]pyrimidines e.g., IV, resp., 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 alcs.
European Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application of 2-Methoxynaphthalene.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem