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光催化烯胺酮的苄基C-H氧化/环化反应合成多取代恶唑

Photocatalytic Benzylic C-H Oxidation/Cyclization of Enaminones to the Synthesis of Polysubstituted Oxazoles.

作者信息

Li Mingrui, He Zhiqin, Zhao Wei, Yu Yang, Huang Fei, Baell Jonathan B

机构信息

School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, P. R. China.

School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, P. R. China.

出版信息

J Org Chem. 2023 Jul 7;88(13):8257-8267. doi: 10.1021/acs.joc.3c00269. Epub 2023 Jun 1.

Abstract

Photocatalytic benzylic C-H oxidation/cyclization of enaminones was efficiently achieved to afford oxazole derivatives under mild conditions. The oxygen in the oxazole ring originated from green oxidant molecular oxygen. The synthetic protocol features broad substrate scopes and good functional group tolerance. The combined experimental and theoretical studies reveal that in suit benzylic C-H oxidation/cyclization is involved in the reaction transformations.

摘要

在温和条件下,烯胺酮的光催化苄基C-H氧化/环化反应能够高效实现,得到恶唑衍生物。恶唑环中的氧来源于绿色氧化剂分子氧。该合成方法具有广泛的底物范围和良好的官能团耐受性。结合实验和理论研究表明,原位苄基C-H氧化/环化参与了反应转化过程。

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