A three-component reaction between 1-substituted-2-methylimidazoles, cyanophenylacetylene, and various aldehydes: stereoselective synthesis of (Z)-(2-cyano-1-phenyl)vinyl ethers of 2-(2-hydroxyalkyl)imidazoles

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• 作者：Boris A. Trofimov ; Ludmila V. Andriyankova ; Lina P. Nikitina ; Kseniya V. Belyaeva ; Anastasiya G. Mal¡¯kina ; Andrei V. Afonin ; Igor¡¯ A. Ushakov
• 关键词：Acetylene ; Aldehydes ; Imidazoles ; Zwitterionic intermediates ; Multicomponent reactions
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：28 August, 2013
• 年：2013
• 卷：54
• 期：35
• 页码：4693-4696
• 全文大小：1196 K

文摘

A three-component reaction between 1-substituted-2-methylimidazoles (1-Me, Bn), cyanophenylacetylene, and aliphatic (Me, i-Pr, n-Bu) and aromatic (Ph, 4-CN-, 4-O₂N-C₆H₄) aldehydes occurs without a catalyst or solvent at room temperature (20-25 ¡ã§³) to afford stereoselectively (Z)-(2-cyano-1-phenyl)vinyl ethers of 2-hydroxyalkylimidazoles in 26-57 % yields.