钯催化的芳基硼酸与α-亚氨基酯的交叉偶联乙氧基羰基化反应中出现了不寻常的 1,2-芳基迁移。
An unusual 1,2-aryl shift in palladium-catalyzed cross-coupling ethoxycarbonylation of arylboronic acids with α-iminoesters.
机构信息
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, PR China.
出版信息
Org Biomol Chem. 2013 Sep 28;11(36):6013-22. doi: 10.1039/c3ob41011k.
PMID:23939012
Abstract
The Pd-catalyzed cross-coupling ethoxycarbonylation of aryl boronic acids with N-aryl-α-iminoesters affords aryl carboxylic esters via carbonyl-imino σ bond cleavage. This unprecedented mode of reaction allows regioselective installation of the ethoxycarbonyl group into target molecules. Mechanism studies have revealed that an unusual 1,2-aryl shift process is involved in the transformation.
摘要
钯催化的芳基硼酸与 N-芳基-α-亚胺酯的交叉偶联乙氧基羰基化反应通过羰基-亚胺 σ 键断裂生成芳基羧酸酯。这种前所未有的反应模式允许在目标分子中区域选择性地引入乙氧羰基。机理研究表明，该转化涉及到一个不寻常的 1,2-芳基迁移过程。
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