钯催化以氨基甲酸酯作为可去除导向基团的苯胺的脱羧邻位酰化反应
Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group.
作者信息
Li Qi-Li, Li Zhong-Yuan, Wang Guan-Wu
机构信息
CAS Key Laboratory of Soft Matter Chemistry, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.
出版信息
ACS Omega. 2018 Apr 13;3(4):4187-4198. doi: 10.1021/acsomega.8b00441. eCollection 2018 Apr 30.
An efficient palladium-catalyzed decarboxylative ortho-acylation of anilines with α-oxocarboxylic acids has been realized by using carbamate as a directing group (DG). The reaction proceeds smoothly with high regioselectivity to afford diverse acylation products of aniline derivatives in moderate to good yields under mild conditions. This transformation exhibits broad substrate scope and highly functional group tolerance. In addition, the employed DG can be easily removed to give the corresponding 2-amino aromatic ketones. Importantly, several transformations of the synthesized ortho-acylated anilines into several synthetically valuable products have been demonstrated for their utilities.
通过使用氨基甲酸酯作为导向基团（DG），实现了一种高效的钯催化苯胺与α-氧代羧酸的脱羧邻位酰化反应。该反应在温和条件下顺利进行，具有高区域选择性，以中等至良好的产率得到多种苯胺衍生物的酰化产物。这种转化表现出广泛的底物范围和高官能团耐受性。此外，所使用的导向基团可以很容易地除去，得到相应的2-氨基芳基酮。重要的是，已经证明了几种合成的邻位酰化苯胺转化为几种具有合成价值的产物的实用性。
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