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

页码：9008 / 9013

页数：6

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