Unexpected formation of pyrrolo[1,2-a]quinoxaline derivatives during the multicomponent synthesis of pyrrolo[1,2-a]benzimidazoles

被引：27
|
作者：
Nicolescu, Alina [1 ,2 ]
Deleanu, Calin [1 ,2 ]
Georgescu, Emilian [3 ]
Georgescu, Florentina [3 ]
Iurascu, Ana-Maria [2 ]
Shova, Sergiu [2 ,4 ]
Filip, Petru [1 ]
机构：
[1] Roumanian Acad, CD Nenitescu Ctr Organ Chem, RO-060023 Bucharest, Romania
[2] Roumanian Acad, Petru Poni Inst Macromol Chem, RO-700487 Iasi, Romania
[3] Res Ctr Oltchim, RO-240050 Ramnicu Valcea, Romania
[4] Acad Sci Republ Moldova, Inst Chem, MD-2028 Kishinev, Moldova
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 11期
关键词：
Pyrrolo[1,2-a]quinoxalines; Pyrrolo[1,2-a]benzimidazoles; Synthesis; H-1; C-13 and N-15 NMR; Single crystal X-ray; 1,3-DIPOLAR CYCLOADDITION; BENZIMIDAZOLIUM YLIDES; N-YLIDES; HETEROCYCLIC-COMPOUNDS; 3-COMPONENT SYNTHESIS; REDUCTIVE ALKYLATION; TOPOISOMERASE-II; ANTITUMOR AGENTS; DT-DIAPHORASE; ONE-POT;
D O I：
10.1016/j.tetlet.2013.01.036
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives are obtained via one-pot, three-component reactions from 1-benzylbenzimidazoles, alpha-bromocarbonyl compounds, and non-symmetrical activated acetylenic dipolarophiles in propylene oxide as both the reaction medium and acid scavenger, at room temperature. When the same reaction is performed in 1,2-epoxybutane at reflux temperature only the pyrrolo[1,2-a]benzimidazole derivative is obtained. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1486 / 1488
页数：3
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