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

页码：1926 / 1932

页数：7

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