Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent Reactions

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• 作者：Marcus Baumann ; Ian R. Baxendale
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 5, 2014
• 年：2014
• 卷：16
• 期：23
• 页码：6076-6079
• 全文大小：346K
• ISSN：1523-7052

文摘

The synthesis of diversely functionalized thioimidazoles through a modern variant of the Marckwald reaction is presented. This new protocol utilizes unprotected carbohydrates as well as simple amine salts as sustainable and biorenewable starting materials. Importantly it was discovered that a bifurcated reaction pathway results from using aldoses and ketoses respectively, yielding distinct reaction products in a highly selective manner.