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

作者：Trofimov Boris A^*; Andriyankova Ludmila V; Nikitina Lina P; Belyaeva Kseniya V; Mal'kina Anastasiya G; Afonin Andrei V; Ushakov Igor' A

来源：Tetrahedron Letters, 2013, 54(35): 4693-4696.

DOI：10.1016/j.tetlet.2013.06.095

• Acetylene
• Aldehydes
• Imidazoles
• Zwitterionic intermediates
• Multicomponent reactions

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 degrees C) to afford stereoselectively (Z)-(2-cyano-1-phenyl)vinyl ethers of 2-hydroxyalkylimidazoles in 26-57% yields.

• 出版日期2013-8-28