Construction of indeno[1,2-a]fluorene via domino reaction of 1,3-indanedione and 3-arylideneindolin-2-ones or chalcones

被引：18
|
作者：
Cao, Jun [1 ]
Sun, Jing [1 ]
Yan, Chao-Guo [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 40期
基金：
中国国家自然科学基金;
关键词：
DIELS-ALDER REACTIONS; ONE-POT; MULTICOMPONENT REACTIONS; 3-COMPONENT SYNTHESIS; COMBINATORIAL SYNTHESIS; CATALYST; DERIVATIVES; EFFICIENT; AZAFLUORENONES; COMPLEXITY;
D O I：
10.1039/c9ob01779h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthetic protocol for novel indeno[1,2-a]fluorene derivatives was successfully developed by the base promoted domino reaction of 1,3-indanedione with 3-arylideneindolin-2-ones. The domino reaction in different solvents selectively gave carbamato- or amino-substituted indeno[1,2-a]fluorene in satisfactory yields. Additionally, a similar domino reaction of 1,3-indanediones with chalcones also gave polysubstituted indeno[1,2-a]fluorenes in high yields. The reaction mechanism is believed to proceed with base-promoted dimerization of 1,3-indanedione, Michael condensation, annulation, ring-opening of indolin-2-one and aromatization process.
引用
收藏
页码：9008 / 9013
页数：6
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