酰氯的脱羰 Suzuki-Miyaura 交叉偶联反应。
Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides.
机构信息
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States.
Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
出版信息
Org Lett. 2020 Aug 21;22(16):6434-6440. doi: 10.1021/acs.orglett.0c02250. Epub 2020 Aug 10.
Abstract
Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic acid moiety. Extensive mechanistic and DFT studies provide key insight into the reaction mechanism and high decarbonylative cross-coupling selectivity.
摘要
在此，我们报告了一种用于钯催化的芳基氯与硼酸的脱羰基 Suzuki-Miyaura 交叉偶联反应的催化剂体系，可得到联芳烃。该策略适用于广泛的常见芳基氯和硼酸。该合成方法的实用性在利用羧酸部分的直接药物和天然产物的后期官能化中得到了突出体现。广泛的机理和 DFT 研究为反应机理和高脱羰基交叉偶联选择性提供了关键见解。
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