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用于利用二氧化碳区域选择性合成恶唑烷酮的Fe(II)-亚氨基吡啶催化剂

Fe(II)-Iminopyridine Catalyst for the Regioselective Synthesis of Oxazolidinones Using Carbon Dioxide.

作者信息

Choi Junhyeon, Thirupathi Annaram, Kim Jihoon, Ha Hyun-Joon, Ahn Kwang-Hyun, Kang Eun Joo

机构信息

Department of Applied Chemistry, Kyung Hee University, Yongin 17104, Korea.

Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea.

出版信息

J Org Chem. 2024 Dec 20;89(24):18081-18089. doi: 10.1021/acs.joc.4c01907. Epub 2024 Dec 4.

Abstract

This study presents the application of a novel Fe-iminopyridine catalyst for the regioselective synthesis of oxazolidinones from carbon dioxide and aziridines. Our findings demonstrate that the Fe-iminopyridine catalyst containing imidazole functional group offers promising efficiency and facilitates a sustainable approach to green chemical synthesis at 50 °C and 10 bar CO pressure in a single-component Fe catalyst system. Various aziridines with carboxylic acid-derived substituents were transformed into 5-carbonyl substituted oxazolidinone products. The regioselective synthesis of oxazolidinones followed by the reduction enhances their utility for the pharmaceutically valuable compounds.

摘要

本研究介绍了一种新型铁-亚氨基吡啶催化剂在从二氧化碳和氮丙啶区域选择性合成恶唑烷酮中的应用。我们的研究结果表明,含有咪唑官能团的铁-亚氨基吡啶催化剂具有良好的效率,并在单组分铁催化剂体系中于50℃和10巴二氧化碳压力下促进了绿色化学合成的可持续方法。各种带有羧酸衍生取代基的氮丙啶被转化为5-羰基取代的恶唑烷酮产物。恶唑烷酮的区域选择性合成随后进行还原,提高了它们在药学上有价值化合物中的效用。

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