Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, Georgia 30303, USA.
Molecules. 2010 Aug 23;15(8):5768-81. doi: 10.3390/molecules15085768.
Boronic acids have been widely used in a wide range of organic reactions, in the preparation of sensors for carbohydrates, and as potential pharmaceutical agents. With the growing importance of click reactions, inevitably they are also applied to the synthesis of compounds containing the boronic acid moiety. However, such applications have unique problems. Chief among them is the issue of copper-mediated boronic acid degradation in copper-assisted [2,3]-cycloadditions involving an alkyne and an azido compound as the starting materials. This review summarizes recent developments, analyzes potential issues, and discusses known as well as possible solutions.
硼酸已经被广泛应用于各种有机反应中,用于制备碳水化合物传感器,以及作为潜在的药物制剂。随着点击反应的重要性不断增加,硼酸也不可避免地被应用于含有硼酸部分的化合物的合成中。然而,这类应用存在一些独特的问题。其中最主要的问题是铜介导的硼酸在铜辅助的[2,3]-环加成反应中的降解,该反应的起始原料为炔烃和叠氮化合物。本综述总结了最近的发展,分析了潜在的问题,并讨论了已知的和可能的解决方案。