Multicomponent Aqueous Synthesis of Iodo-1,2,3-triazoles: Single-Step Models for Dual Modification of Free Peptide and Radioactive Iodo Labeling

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• 作者：Prof. Lingjun Li ; Shengqiang Ding ; Yanping Yang ; Dr. Anlian Zhu ; Xincui Fan ; Prof. Mengchao Cui ; Dr. Changpo Chen and Prof. Guisheng Zhang
• 刊名：Chemistry - A European Journal
• 出版年：2017
• 出版时间：January 23, 2017
• 年：2017
• 卷：23
• 期：5
• 页码：1166-1172
• 全文大小：1242K
• ISSN：1521-3765

文摘

Iodo-1,2,3-triazoles are of considerable interest for chemical and biomedical applications. However, current synthetic methods for preparing iodo-1,2,3-triazoles cannot easily be applied to the direct modification of bioactive molecules in water. Through the combination of water-compatible oxidative iodination and the copper-catalyzed alkyne–azide cycloaddition reaction, a novel copper-catalyzed aqueous multicomponent synthetic method for the preparation of 5-iodo-1,2,3-triazoles has been developed. The method is highly effective and selective for substrates including biologically relevant compounds with nucleoside, sugar, and amino acid moieties. Based on this aqueous tandem reaction, a direct single-step multicomponent dual modification of peptide is developed from readily available starting materials. Furthermore, the method could also be applied to concise and fast multicomponent radioactive ¹²⁵I labeling from an aqueous solution of commercially available sodium ¹²⁵iodide as a starting material.