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2022 , Vol. 42 >Issue 7: 2222 - 2228

DOI: https://doi.org/10.6023/cjoc202201030

研究论文

1,3-二氢-3-亚烷基-吲哚-2-酮的膦催化合成研究

  • 李婧婕 ,
  • 王宇豪 ,
  • 孟甜甜 ,
  • 黄毅勇
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  • 武汉理工大学化学化工与生命科学学院 武汉 430070

收稿日期: 2022-01-19

  修回日期: 2022-03-16

  网络出版日期: 2022-03-30

基金资助

国家自然科学基金(21772151); 国家自然科学基金(22072111)

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Phosphine-Catalyzed Synthesis of 1,3-Dihydro-3-alkylidene-2H-indol-2-ones

  • Jingjie Li ,
  • Yuhao Wang ,
  • Tiantian Meng ,
  • Yiyong Huang
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  • School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan 430070
* E-mail:

Received date: 2022-01-19

  Revised date: 2022-03-16

  Online published: 2022-03-30

Supported by

National Natural Science Foundation of China(21772151); National Natural Science Foundation of China(22072111)

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摘要

报道了一类三(4-甲氧基苯基)膦催化联烯酰亚胺与吲哚-2-酮之间的迈克尔加成/双键移位串联反应. 该反应条件温和, 操作简单, 产物收率较高, 具有较好的底物适应性和化学选择性, 为1,3-二氢-3-亚烷基-吲哚-2-酮骨架的构建提供了一种有效的新方法, 最后, 还提出了可能的反应历程.

关键词： 吲哚-2-酮; 联烯; 膦催化; 迈克尔加成反应; 双键移位

本文引用格式

李婧婕 , 王宇豪 , 孟甜甜 , 黄毅勇 . 1,3-二氢-3-亚烷基-吲哚-2-酮的膦催化合成研究[J]. 有机化学, 2022 , 42(7) : 2222 -2228 . DOI: 10.6023/cjoc202201030

Abstract

A P(4-OMe-C6H4)3-catalyzed Michael addition/double bond migration tandem reaction between allenyl imide and indol-2-ones was developed. This synthetic strategy for diverse 1,3-dihydro-3-alkylidene-2H-indol-2-ones features operationally simple, good substrate scope, high chemoselectivity and mild reaction conditions. The proposed reaction mechanism is also provided.

Key words： indol-2-one; allene; phosphine catalysis; Michael addition; double bond migration

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