A copper-catalyzed tandem reaction for the construction of coumarin fused 9H-pyrrolo[1,2-a] indoles

被引:22
|
作者
Jin, Shao-Jing [1 ]
Guo, Jiao-Mei [1 ]
Zhu, Yan-Shuo [1 ]
Wang, Qi-Lin [1 ]
Bu, Zhan-Wei [1 ]
机构
[1] Henan Univ, Coll Chem & Chem Engn, Kaifeng 475004, Peoples R China
基金
中国国家自然科学基金;
关键词
HIGHLY ENANTIOSELECTIVE SYNTHESIS; FRIEDEL-CRAFTS ALKYLATION; ASYMMETRIC-SYNTHESIS; ANTITUMOR AGENTS; CASCADE REACTION; DERIVATIVES; ACCESS; MITOMYCIN; CYCLIZATION; ANNULATION;
D O I
10.1039/c7ob02307c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient copper-catalyzed Friedel-Crafts alkylation/cyclization/isomerization sequence of 3-arylcarbonyl coumarins and 3-methyl indole was developed to afford a wide range of functionalized coumarin fused 9H-pyrrolo[1,2-a] indoles, which feature a 6-6-5-5-6 pentacyclic core, in 34-99% yields. Moreover, gram-scale experiment and chemical transformations were conducted to demonstrate the synthetic value of this protocol.
引用
收藏
页码:8729 / 8737
页数:9
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