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2020 , Vol. 40 >Issue 10: 3338 - 3346

DOI: https://doi.org/10.6023/cjoc202005069

研究论文

简易一锅合成新型5-取代P,O-型吲哚膦配体及其应用于钯催化芳基氯Suzuki-Miyaura偶联反应

  • 梁文斌 ,
  • 杨宗潮 ,
  • 蔡珮盈 ,
  • 苏秋铭 ,
  • 邝福儿
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  • a 香港中文大学化学系 香港;
    b 香港理工大学应用生物及化学科技系 香港

收稿日期: 2020-05-26

  修回日期: 2020-07-03

  网络出版日期: 2020-07-17

基金资助

广东省基础与应用基础研究专项资金（No.2019A1515011357）以及中国香港研究资助局优配研究金（No.14304519）资助项目.

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Facile One-Pot Assembly of New 5-Substituted P,O-Type Indolylphosphine Ligands for Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Aryl Chlorides

  • Leung Man Pan ,
  • Yeung Chung Chiu ,
  • Choy Pui Ying ,
  • So Chau Ming ,
  • Kwong Fuk Yee
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  • a Department of Chemistry, The Chinese University of Hong Kong, Hong Kong;
    b Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong

Received date: 2020-05-26

  Revised date: 2020-07-03

  Online published: 2020-07-17

Supported by

Project supported by the Guangdong Basic and Applied Basic Research Foundation (No. 2019A1515011357), and the General Research Fund (GRF) from Research Grants Council of Hong Kong (RGC) (No. 14304519).

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摘要

从容易获得且便宜的原材料出发，通过简单的一锅式组装方法合成了一种新的P，O-型吲哚基膦配体，并将其用于钯催化的芳基氯Suzuki-Miyaura交叉偶联反应，结果显示配体上的“取代基”能促进该反应的活性，其钯催化剂载量可降至0.01 mol%.

关键词： 钯; 配体设计; 交叉偶联; 膦; P,O-型配体

本文引用格式

梁文斌 , 杨宗潮 , 蔡珮盈 , 苏秋铭 , 邝福儿 . 简易一锅合成新型5-取代P,O-型吲哚膦配体及其应用于钯催化芳基氯Suzuki-Miyaura偶联反应[J]. 有机化学, 2020 , 40(10) : 3338 -3346 . DOI: 10.6023/cjoc202005069

Abstract

A series of P,O-type indolylphosphine ligands with different substituted variants have been synthesized by a simple one-pot protocol from readily available and inexpensive materials. These ligands show "substituent effect" with respected to the efficacy in promoting palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides. This new Pd/L1 catalyst system particularly allows the catalyst loading reaching the level of 0.01 mol% Pd.

Key words： palladium; ligand design; cross-coupling; phosphine; P,O-ligand

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