Rearrangement of 3-(bromomethyl)quinoxalin-2(1H)-ones when exposed to 2-aminopyridines as a new method for the synthesis of 2-(imidazo[1,2-a]pyridin-2-yl)benzimidazoles

被引：0
|
作者：
Zhukova, N. A. [1 ]
Perevalova, D. S. [1 ]
Syakaev, V. V. [1 ]
Beschastnova, T. N. [1 ]
Gubaidullin, A. T. [1 ]
Sinyashin, O. G. [1 ]
Mamedov, V. A. [1 ]
机构：
[1] Russian Acad Sci, Fed Res Ctr Kazan Sci Ctr, A E Arbuzov Inst Organ & Phys Chem, 8 ul Akademika Arbuzova, Kazan 420088, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2024年 / 73卷 / 06期
关键词：
quinoxalin-2(1H)-ones; 2-aminopyridines; benzimidazoles; imidazo[1,2-a]-pyridines; 2-aminopyridinium salts; spiroquinoxalinones; Chichibabin reaction; Mamedov rearrangement; EFFICIENT METHOD; QUINOXALINONES;
D O I：
10.1007/s11172-024-4287-6
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new efficient method was developed for the synthesis of 2-(imidazo[1,2-a]pyridin-2-yl)benzimidazoles based on the Mamedov rearrangement. The key step of the synthesis involves the acid-catalyzed rearrangement of spiroquinoxalinone derivatives as intramolecular cyclization products of 2-amino-1-[(quinoxalin-2(1H)-on-3-yl]methyl)pyridinium salts, which are generated by the modified Chichibabin reaction.
引用
收藏
页码：1698 / 1708
页数：11
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