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2024 , Vol. 44 >Issue 1: 224 - 231

DOI: https://doi.org/10.6023/cjoc202309003

研究论文

钯催化联烯胺区域选择性芳基酚氧化反应

  • 孟宪强 ,
  • 杨艺 ,
  • 梁万洁 ,
  • 王靖涛 ,
  • 张荣葵 ,
  • 刘会
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  • a 山东理工大学化学化工学院 山东淄博 255049
    b 山东安得医疗用品股份有限公司 山东淄博 255086
    c 天津大学化工学院 天津 300072
    d 淄博市中心医院无菌供应中心 山东淄博 255020

收稿日期: 2023-09-04

  修回日期: 2023-09-12

  网络出版日期: 2024-01-31

基金资助

国家自然科学基金(22078178)

收起

Palladium-Catalyzed Regioselective Aryl Phenoxylation of Allenamide

  • Xianqiang Meng ,
  • Yi Yang ,
  • Wanjie Liang ,
  • Jingtao Wang ,
  • Rongkui Zhang ,
  • Hui Liu
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  • a School of Chemistry & Chemical Engineering, Shandong University of Technology, Zibo, Shandong 255049
    b Shandong Ande Healthcare Apparatus Co., Ltd., Zibo, Shandong 255086
    c School of Chemical Engineering, Tianjin University, Tianjin 300072
    d Central Sterile Supply Department, Zibo Central Hospital, Zibo, Shandong 255020
*E-mail: ;
E-mail:

Received date: 2023-09-04

  Revised date: 2023-09-12

  Online published: 2024-01-31

Supported by

National Natural Science Foundation of China(22078178)

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摘要

在温和的反应条件下, 实现了一种钯催化的联烯胺与苯酚衍生物的区域选择性芳基酚氧化反应, 以中等至优异的产率提供了有价值的支链烯丙基醚产物. 该反应过程中只观察到了联烯胺的近端加成产物, 没有观察到远端加成产物. 这种在联烯胺的α位置发生的亲核进攻可能是由钯配合物的位阻效应引起的.

关键词： 钯催化; 近端加成; 芳基酚氧化

本文引用格式

孟宪强 , 杨艺 , 梁万洁 , 王靖涛 , 张荣葵 , 刘会 . 钯催化联烯胺区域选择性芳基酚氧化反应[J]. 有机化学, 2024 , 44(1) : 224 -231 . DOI: 10.6023/cjoc202309003

Abstract

A palladium-catalyzed regioselective aryl phenoxylation of allenamide with phenol derivatives has been developed, providing valuable branched allyl ether products in moderate to excellent yields under mild reaction conditions. Importantly, only the proximal addition products of allenamide were observed in the reaction process, and no distal addition products were observed. A coordinated palladium complex was proposed to be responsible for the excellent proximal addition in the insertion step. The final nucleophilic attack at α-position was induced by the steric effect of palladium complex.

Key words： palladium-catalysis; proximal addition; aryl phenoxylation

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