Base-Promoted Tandem Cyclization for the Synthesis of Polyfunctional 2-Hydroxy-2,3-dihydrofurans from Arylglyoxal Monohydrates and 3-(1 H -Indol-3-yl)-3-oxopropanenitrile

被引：1
|
作者：
Cai, Qun [1 ]
Sheng, Hui-Yang [1 ]
Li, Deng-Kui [2 ]
Liu, Yi [1 ]
Wu, An-Xin [2 ]
机构：
[1] Wuhan Univ Sci & Technol, Coal Convers & New Carbon Mat Key Lab Hubei Prov, Sch Chem & Chem Engn, Wuhan 430081, Hubei, Peoples R China
[2] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China
来源：
SYNLETT | 2018年 / 29卷 / 14期
基金：
中国国家自然科学基金;
关键词：
2-hydroxy-2; 3-dihydrofurans; tandem cyclization; arylglyoxal monohydrates; 3-(1H-indol-3-yl)-3-oxopropanenitrile; one pot; KNOEVENAGEL CONDENSATION; PTEROCARPUS-MARSUPIUM; ACID; POLYKETIDES; METABOLITES; ALDEHYDES; PRODUCTS; STRATEGY; KETONES; SALTS;
D O I：
10.1055/s-0037-1609555
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient base-promoted tandem cyclization for the synthesis of polyfunctional 2-hydroxy-2,3-dihydrofurans from arylglyoxal monohydrates and 3-(1 Hindol-3-yl)-3-oxopropanenitrile has been established. The investigation of the mechanism suggested that this reaction proceeds through a Knoevenagel condensation-Michael addition-oxidation-cyclization sequence. This method demonstrates the compatibility with a wide range of functional groups to produce the 2-hydroxy-2,3-dihydrofuran scaffolds in good to excellent yields in one pot.
引用
收藏
页码：1926 / 1932
页数：7
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