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Click Reactions and Boronic Acids: Applications, Issues, and Potential Solutions
Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, Georgia, 30303, USA
* Author to whom correspondence should be addressed.
Received: 30 June 2010; in revised form: 27 July 2010 / Accepted: 4 August 2010 / Published: 23 August 2010
Abstract: 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.
Keywords: Click chemistry; CuAAC; Boronic acids
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Cite This Article
MDPI and ACS Style
Dai, C.; Cheng, Y.; Cui, J.; Wang, B. Click Reactions and Boronic Acids: Applications, Issues, and Potential Solutions. Molecules 2010, 15, 5768-5781.
Dai C, Cheng Y, Cui J, Wang B. Click Reactions and Boronic Acids: Applications, Issues, and Potential Solutions. Molecules. 2010; 15(8):5768-5781.
Dai, Chaofeng; Cheng, Yunfeng; Cui, Jianmei; Wang, Binghe. 2010. "Click Reactions and Boronic Acids: Applications, Issues, and Potential Solutions." Molecules 15, no. 8: 5768-5781.