在Sonogashira反应条件下高效微波辅助一锅法三组分合成2,3-二取代苯并呋喃
Efficient Microwave-assisted One-pot Three-component Synthesis of 2,3-Disubstituted Benzofurans under Sonogashira Conditions.
作者信息
Markina Nataliya A, Chen Yu, Larock Richard C
机构信息
Department of Chemistry, Iowa State University, Ames, IA, 50011.
出版信息
Tetrahedron. 2013 Apr;69(13):2701-2713. doi: 10.1016/j.tet.2013.02.003.
Abstract
An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[]furans from commercially available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[]furan in good to excellent yields. The use of microwave irradiation shortens the reaction times and minimizes the side products. This methodology is especially useful for the construction of libraries of highly substituted benzo[]furans and their analogues.
摘要
利用Sonogashira反应条件，开发了一种从市售的2-碘苯酚、末端炔烃和芳基碘合成2,3-二取代苯并呋喃的高效一锅法。在2-碘苯酚与末端炔烃进行初始Sonogashira偶联后，涉及芳基碘的环化反应能以良好至优异的产率得到2,3-二取代苯并呋喃。微波辐射的使用缩短了反应时间并使副产物最少化。该方法对于构建高度取代的苯并呋喃及其类似物库特别有用。
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