Magnetic MOF-199-Catalyzed Synthesis of Benzo[4,5]imidazo[1,2-f]phenanthridines and Their Analogues by Tandem C(sp2)-C Coupling and Cyclization Followed by Aromatization

被引：1
作者：
Kim, Min Jeong [1 ]
Lee, Seong Weon [1 ]
Dao, Pham Duy Quang [1 ]
Cho, Chan Sik [1 ]
机构：
[1] Kyungpook Natl Univ, Dept Appl Chem, 80 Daehakro, Daegu 41566, South Korea
来源：
CHEMISTRYSELECT | 2023年 / 8卷 / 29期
关键词：
C-C coupling; cyclization; magnetic MOF-199 catalyst; N-fused heterocycles; aromatization; METAL-ORGANIC FRAMEWORK; ONE-POT SYNTHESIS; BENZIMIDAZOLE-FUSED PHENANTHRIDINES; C-C; EFFICIENT; 2-ARYLBENZIMIDAZOLES; CONSTRUCTION; DERIVATIVES; ARYLATION; CATALYST;
D O I：
10.1002/slct.202300926
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Treatment of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with cyclohexane-1,3-diones in DMF in the presence of reusable Fe3O4@SiO2@MOF-199 along with L-proline and Cs2CO3 afforded 2,3-dihydrobenzo[4,5]imidazo[1,2-f]phenanthridin-4(1H)-ones and 2,3-dihydrobenzo[4,5]imidazo[1,2-a]quinolin-4(1H)-ones, respectively, in moderate to good yields. Such C(sp(2))-C coupled and cyclized scaffolds were aromatized to benzo[4,5]imidazo[1,2-f]phenanthridines and benzo[4,5]imidazo[1,2-a]quinolines in good yields by a one-pot sequential treatment with NaBH4, POCl3/pyridine, and DDQ.
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页数：6
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