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Base-Promoted Tandem Cyclization for the Synthesis of Polyfunctional 2-Hydroxy-2,3-dihydrofurans from Arylglyoxal Monohydrates and 3-(1H-Indol-3-yl)-3-oxopropanenitrile
Synlett ( IF 1.7 ) Pub Date : 2018-08-09 , DOI: 10.1055/s-0037-1609555 Yi Liu 1 , An-Xin Wu 2 , Qun Cai 1 , Hui-Yang Sheng 1 , Deng-Kui Li 2
Synlett ( IF 1.7 ) Pub Date : 2018-08-09 , DOI: 10.1055/s-0037-1609555 Yi Liu 1 , An-Xin Wu 2 , Qun Cai 1 , Hui-Yang Sheng 1 , Deng-Kui Li 2
Affiliation
An efficient base-promoted tandem cyclization for the synthesis of polyfunctional 2-hydroxy-2,3-dihydrofurans from arylglyoxal monohydrates and 3-(1H-indol-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.
中文翻译:
用于从芳基乙二醛一水合物和 3-(1H-Indol-3-yl)-3-oxopropanetrile 合成多官能团 2-Hydroxy-2,3-dihydrofurans 的碱促串联环化
已经建立了一种有效的碱促进串联环化,用于从芳基乙二醛一水合物和 3-(1H-indol-3-yl)-3-oxopropanenitrile 合成多功能 2-羟基-2,3-二氢呋喃。机理研究表明,该反应通过 Knoevenagel 缩合-迈克尔加成-氧化-环化顺序进行。该方法证明了与多种官能团的相容性,以在一锅中以良好到优异的产率生产 2-羟基-2,3-二氢呋喃支架。
更新日期:2018-08-09
中文翻译:
用于从芳基乙二醛一水合物和 3-(1H-Indol-3-yl)-3-oxopropanetrile 合成多官能团 2-Hydroxy-2,3-dihydrofurans 的碱促串联环化
已经建立了一种有效的碱促进串联环化,用于从芳基乙二醛一水合物和 3-(1H-indol-3-yl)-3-oxopropanenitrile 合成多功能 2-羟基-2,3-二氢呋喃。机理研究表明,该反应通过 Knoevenagel 缩合-迈克尔加成-氧化-环化顺序进行。该方法证明了与多种官能团的相容性,以在一锅中以良好到优异的产率生产 2-羟基-2,3-二氢呋喃支架。