Two-step synthesis of indeno[1,2-b]furazanopyrazines through combination of the SNH and Heck reactions

被引:1
|
作者
Kvashnin, Yuriy A. [1 ,2 ]
Belyaev, Danila V. [1 ,3 ]
Kodess, Mikhail I. [1 ]
Ezhikova, Marina A. [1 ]
Rusinov, Gennady L. [1 ,2 ]
Verbitskiy, Egor V. [1 ,2 ]
Charushin, Valery N. [1 ,2 ]
机构
[1] Russian Acad Sci, Ural Branch, IYa Postovsky Inst Organ Synth, Ekaterinburg 620137, Russia
[2] Ural Fed Univ, Inst Chem Engn, Ekaterinburg 620002, Russia
[3] Natl Med Res Ctr Phthisiopulmonol & Infect Dis, Ural Res Inst Phthisiopulmonol, Ekaterinburg 620039, Russia
关键词
furazanopyrazines; 1; 2; 5]oxadiazolo[3; 4-b]pyrazines; intramolecular Heck reaction; C-H functionalization; SNH reactions; antimycobacterials; indeno[1; 2-b][1; 4-e]pyrazines; DERIVATIVES; SYSTEMS;
D O I
10.1016/j.mencom.2023.10.004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enamines generated in situ from aliphatic amines and acetone react with 5-(2-bromophenyl)furazano[3,4-b]pyrazines via the nucleophilic substitution of hydrogen atom of the pyrazine ring. A representative of 9H-indeno[1,2-b]furazanopyrazin-9-ylidene ring system has been accessed by exploiting the intramolecular Heck cyclization of the obtained SNH-product. Several compounds derived from furazano[3,4-b]pyrazin-5-yl]prop-1-en-2-amines, proved to exhibit a bacteriostatic activity in vitro against Mycobacterium tuberculosis H37Rv.
引用
收藏
页码:753 / 755
页数:3
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