ARTICLES

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

Received date: 2023-09-04

  Revised date: 2023-09-12

  Online published: 2024-01-31

Supported by

National Natural Science Foundation of China(22078178)

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.

Cite this article

Xianqiang Meng , Yi Yang , Wanjie Liang , Jingtao Wang , Rongkui Zhang , Hui Liu . Palladium-Catalyzed Regioselective Aryl Phenoxylation of Allenamide[J]. Chinese Journal of Organic Chemistry, 2024 , 44(1) : 224 -231 . DOI: 10.6023/cjoc202309003

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