Regio-controlled synthesis of N-substituted imidazoles

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• 作者：Ning Xi ; Shimin Xu ; Yuan Cheng ; Andrew S. Tasker ; Randall W. Hungate and Paul J. Reider
• 关键词：Imidazoles ; Regio-controlled synthesis ; Amino acids ; Cyclic thioureas
• 刊名：Tetrahedron Letters
• 出版年：2005
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：2005
• 卷：46
• 期：43
• 页码：7315-7319
• 文件大小：128 K

摘要

A regio-specific synthesis of N-substituted imidazoles is described. Readily available α-amino acids are converted to α-aminocarbonyl derivatives and reacted with various isothiocyanates to give N-substituted cyclic thioureas. Oxidative or reductive desulfurization of the cyclic thioureas affords structurally diversified imidazoles in good to excellent yields.