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2019 , Vol. 39 >Issue 10: 2882 - 2891

DOI: https://doi.org/10.6023/cjoc201903030

研究论文

吡啶桥连双功能有机催化剂催化二氧化碳、环氧化物和芳香胺合成3-芳基-2-噁唑烷酮的研究

  • 刘铨瑶 ,
  • 石磊 ,
  • 刘宁
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  • 石河子大学化学化工学院 新疆兵团化工绿色过程重点实验室 石河子 832003

收稿日期: 2018-03-16

  修回日期: 2019-05-17

  网络出版日期: 2019-06-03

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Pyridine Bridged Organocatalyst for the Synthesis of 3-Aryl-2-oxazolidinones from Carbon Dioxide, Terminal Epoxide, and Aryl Amine

  • Quanyao Liu, ,
  • Lei Shi, ,
  • Ning Liu,
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  • Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003

Received date: 2018-03-16

  Revised date: 2019-05-17

  Online published: 2019-06-03

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摘要

合成了一类羧基或羟基功能化的有机小分子催化剂, 成功用于二氧化碳、环氧化物和芳香胺一锅法制备噁唑烷酮类化合物的制备. 该催化体系具有反应条件温和、底物普适性好的优点. 控制实验表明整个反应过程经过了三个阶段: 环氧化物分别与二氧化碳、芳香胺反应形成环状碳酸酯、氨基醇, 最终环状碳酸酯和氨基醇进一步反应形成噁唑烷酮类化合物.

关键词： 有机催化剂; 二氧化碳; 噁唑烷酮; 环氧化物

本文引用格式

刘铨瑶 , 石磊 , 刘宁 . 吡啶桥连双功能有机催化剂催化二氧化碳、环氧化物和芳香胺合成3-芳基-2-噁唑烷酮的研究[J]. 有机化学, 2019 , 39(10) : 2882 -2891 . DOI: 10.6023/cjoc201903030

Abstract

A series of carboxyl group or hydroxyl group functionalized organocatalysts were synthesized and applied in three component reaction of carbon dioxide with epoxide, and aryl amines for the synthesis of 3-aryl-2-oxazolidinones. The method allows the reaction to proceed smoothly in the mild reaction conditions, together with excellent substrates scope of epoxides and aryl amines. The control experiments suggest that the cyclic carbonates are formed by the coupling of epoxides with carbon dioxide, which further react with the amino alcohol generated from epoxides and aryl amines, finally resulting in the desired products.

Key words： organocatalyst; carbon dioxide; oxazolidinones; epoxide

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