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2021 , Vol. 41 >Issue 4: 1489 - 1497

DOI: https://doi.org/10.6023/cjoc202009029

综述与进展

烷基铝试剂与亲电试剂的偶联反应研究进展

  • 李清寒 ,
  • 罗瑞强 ,
  • 吴川 ,
  • 肖红柳 ,
  • 郭少鹏 ,
  • 张志豪 ,
  • 黄哲耀 ,
  • 周林
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  • 1 西南民族大学化学与环境保护工程学院 成都 610041

收稿日期: 2020-09-12

  修回日期: 2020-10-13

  网络出版日期: 2020-11-04

基金资助

西南民族大学中央高校基本科研业务费(2018NZD06); 四川省科技厅科技支撑计划(2015NZ0033)

收起

Research Progress of Cross-Coupling Reactions of Alkylaluminums with Electrophiles Reagents

  • Qinghan Li ,
  • Ruiqiang Luo ,
  • Chuan Wu ,
  • Hongliu Xiao ,
  • Shaopeng Guo ,
  • Zhihao Zhang ,
  • Zheyao Huang ,
  • Lin Zhou
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  • 1 College of Chemistry and Environmental Protection Engineering, Southwest Minzu University, Chengdu 610041
* Corresponding author. E-mail:

Received date: 2020-09-12

  Revised date: 2020-10-13

  Online published: 2020-11-04

Supported by

Fundamental Research Funds for the Central Universities, the Southwest Minzu University(2018NZD06); Sichuan Provincial Department of Science and Technology Support Program(2015NZ0033)

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摘要

烷基铝试剂因其反应活性高、毒性低、易于制备, 广泛应用于有机反应中. 过渡金属催化或无催化剂的条件下,有机铝试剂与亲电试剂的交叉偶联反应为多种化合物的合成提供了一种简便的方法, 并显示出比有机锂和有机镁试剂更高的官能团耐受性, 可以在硝基、酯基、羟基、氨基、腈基和内酯的存在下与羰基进行加成反应, 与亲电试剂进行偶联反应. 近年来许多有机铝试剂在交叉偶联反应中得到了较广泛的应用. 综述了近年来烷基铝试剂在交叉偶联反应中的研究成果, 涉及到各种反应体系.

关键词： 烷基铝试剂; 亲电试剂; 偶联反应; 碳碳键形成; 碳-杂原子键形成; 过渡金属; 无催化剂

本文引用格式

李清寒 , 罗瑞强 , 吴川 , 肖红柳 , 郭少鹏 , 张志豪 , 黄哲耀 , 周林 . 烷基铝试剂与亲电试剂的偶联反应研究进展[J]. 有机化学, 2021 , 41(4) : 1489 -1497 . DOI: 10.6023/cjoc202009029

Abstract

Alkyl aluminum compounds are widely applied in organic reactions because of their high reactivities, low toxicities, and ease of preparation. The cross-coupling reaction of an organoalane compounds with organic electrophiles using a transition-metal catalyst or catalyst-free provides a simple method to synthesize a large variety of compounds and shows a higher functional group tolerance than organolithium and magnesium, which allows for additions to aldehydes in the presence of nitro, ester, hydroxyl, amino, nitrile and lactone moieties. Therefore, many organoalane reagents have found the most applications in cross-coupling reactions in recent years. In this paper, the recent research results about the alkylaluminum reagents applied in cross-coupling reactions are reviewed, involving various reaction systems.

Key words： alkylaluminum reagents; electrophilic reagents; cross-coupling reaction; carbon-carbon bond formation; carbon- heteroatom bond formation; transition-metal catalyst; catalyst-free

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