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2020 , Vol. 40 >Issue 12: 4298 - 4304

DOI: https://doi.org/10.6023/cjoc202005087

研究论文

KX/Oxone体系实现的N-烯丙基芳酰胺的氧化卤环化反应:5-卤甲基-2-噁唑啉的绿色合成

  • 刘新明 ,
  • 李路 ,
  • 晋李成 ,
  • 赵金灿 ,
  • 华远照 ,
  • 王敏灿 ,
  • 刘澜涛
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  • a 商丘师范学院化学化工学院 河南商丘 476000;
    b 河北大学化学与环境科学学院 河北保定 071002;
    c 郑州大学化学学院 郑州 450001

收稿日期: 2020-05-29

  修回日期: 2020-07-02

  网络出版日期: 2020-07-23

基金资助

国家自然科学基金（No.21572126）、河南省科技创新人才（No.2018JQ0011）、河北省自然科学基金（No.B2019201415）和中西部高校综合提升工程（No.521000981026）资助项目.

收起

Oxidative Halocyclization of N-Allylarylamides with KX/Oxone System: Green Synthesis of 5-Halomethyl-2-Oxazolines

  • Liu Xinming ,
  • Li Lu ,
  • Jin Licheng ,
  • Zhao Jincan ,
  • Hua Yuanzhao ,
  • Wang Mincan ,
  • Liu Lantao
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  • a College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, Henan 476000;
    b College of Chemistry & Environmental Science, Hebei University, Baoding, Hebei 071002;
    c College of Chemistry, Zhengzhou University, Zhengzhou 450001

Received date: 2020-05-29

  Revised date: 2020-07-02

  Online published: 2020-07-23

Supported by

Project supported by the National Natural Science Foundation of China (No. 21572126), the Program of Science and Technology Innovation Talents of Henan Province (No. 2018JQ0011), the Natural Science Foundation of Hebei Province (No. B2019201415), and the Fundamental Research Funds for the Midwest Universities Comprehensive Strength Promotion Project (No. 521000981026).

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摘要

以廉价的卤化钾为卤源，Oxone为氧化剂，一系列烯丙胺在温和的条件下经过卤环化反应以较好的产率得到5-卤甲基-2-噁唑啉.该方法的优势在于应用了便宜的卤源，没有有机副产物的产生，具有成本低廉和环保友好的特点.5-卤甲基-2-噁唑啉还可以通过不同的亲核取代反应得到许多有用的衍生物.

关键词： Oxone; 卤环化; 噁唑啉

本文引用格式

刘新明 , 李路 , 晋李成 , 赵金灿 , 华远照 , 王敏灿 , 刘澜涛 . KX/Oxone体系实现的N-烯丙基芳酰胺的氧化卤环化反应:5-卤甲基-2-噁唑啉的绿色合成[J]. 有机化学, 2020 , 40(12) : 4298 -4304 . DOI: 10.6023/cjoc202005087

Abstract

With inexpensive potassium halide (KX) as halogen source, and oxone as oxidant, a series of allylamides underwent halocyclization reaction and generated 5-halomethyl-2-oxazolines in good to excellent isolated yields under mild conditions. The protocol showed attractive advanced features including low cost of halogen source, absence of organic byproduct, and resultant environmental-friendly nature. In addition, various useful derivatives could be expected by proper nucleophilic substitution reactions.

Key words： oxone; halocyclization; oxazolines

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