Facile synthesis of densely substituted chroman derivatives through Bronsted acid ionic liquid catalyzed three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles

被引：31
|
作者：
Taheri, Amir [2 ]
Lai, Bingbing [2 ]
Yang, Jing [1 ]
Zhang, Juan [1 ]
Gu, Yanlong [2 ]
机构：
[1] Henan Univ Tradit Chinese Med, Zhengzhou 450008, Peoples R China
[2] Huazhong Univ Sci & Technol, 1037 Luoyu Rd, Wuhan 430074, Peoples R China
来源：
TETRAHEDRON | 2016年 / 72卷 / 04期
基金：
中国国家自然科学基金;
关键词：
Multicomponent reaction; Ionic liquid; Chroman synthesis; Acid catalyst; FRIEDEL-CRAFTS ALKYLATION; MULTICOMPONENT REACTIONS; STYRENYL SYSTEMS; SOLVENT-FREE; LEWIS-ACID; CONDENSATION; CHEMISTRY; ALCOHOLS; PHENOLS; BIOMASS;
D O I：
10.1016/j.tet.2015.11.049
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
By using a sulfone-containing Bronsted acid ionic liquid as catalyst, various densely substituted chroman derivatives were synthesized through hitherto unreported three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles. The representative reactions involve (i) condensation of benzaldehyde, 2-naphthol and 1,1-diphenylethylene and (ii) selective assembly of salicylaldehyde, indole and 1,1-diphenylethylene. The reactions were performed under solvent-free conditions, and the only by-product was water. The Bronsted acid ionic liquid could be recovered and reused without significant loss of its activity. (C) 2015 Elsevier Ltd. All rights reserved.
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页码：479 / 488
页数：10
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