Novel regio- and stereo-selectivity: synthesis of dihydropyrrolo[1,2-f]phenanthridines via isocyanide-based multicomponent reaction

被引：17
|
作者：
Li, Ming [1 ]
Qiu, Zhong-Xuan [1 ]
Wen, Li-Rong [1 ]
Zhou, Zhong-Min [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
来源：
TETRAHEDRON | 2011年 / 67卷 / 20期
基金：
中国国家自然科学基金;
关键词：
Multicomponent reaction; Isocyanide; Zwitterion; Pyrrolo[1,2-f]phenanthridines; DIMETHYL ACETYLENEDICARBOXYLATE DMAD; HIGHLY EFFICIENT ACCESS; COMBINATORIAL SYNTHESIS; ONE-POT; FACILE SYNTHESIS; DOMINO REACTION; CONSTRUCTION; ANNULATION; CYCLOADDITION; DERIVATIVES;
D O I：
10.1016/j.tet.2011.03.085
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The novel one-pot three-component reactions of the zwitterions generated in situ from three isocyanides and 2-arylidenemalononitriles with phenanthridine via 1,3-dipolar cycloaddition are described. The reactions afforded the corresponding dihydropyrrolo[1,2-f]phenanthridine derivatives in good yields without using any catalyst and activation. The stereochemistry of the final products was confirmed by single-crystal X-ray diffraction analysis. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3638 / 3648
页数：11
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