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钯催化羧酸与芳基碘化物的酯化反应。

Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides.

机构信息

Institute of Transformative Bio-Molecules (WPI-ITbM) , Nagoya University , Chikusa , Nagoya 464-8602 , Japan.

Graduate School of Science , Nagoya University , Chikusa , Nagoya 464-8602 , Japan.

出版信息

Org Lett. 2018 Apr 20;20(8):2428-2432. doi: 10.1021/acs.orglett.8b00775. Epub 2018 Apr 4.

DOI:10.1021/acs.orglett.8b00775
PMID:29617141
Abstract

The first palladium-catalyzed esterification of carboxylic acids with aryl iodides is described. A palladium-based catalytic system consisting of IBn (1,3-bis((pentafluorophenyl)methyl)imidazole-2-ylidene) ligand was found to significantly accelerate the aryl-O bond-forming esterification reaction. A series of aryl iodides and carboxylic acids undergoes a palladium-catalyzed coupling reaction to provide the corresponding aryl esters in moderate to good yields. In addition, sterically hindered aryl iodides and carboxylic acids were well-tolerated yielding the corresponding aryl esters.

摘要

本文描述了首例钯催化的羧酸与芳基碘代物的酯化反应。研究发现,一种基于钯的催化体系,由 IBn(1,3-双((五氟苯基)甲基)咪唑-2-亚基)配体组成,可显著加速芳基-O 键形成的酯化反应。一系列芳基碘化物和羧酸在钯催化下发生偶联反应,以中等至良好的收率得到相应的芳基酯。此外,空间位阻较大的芳基碘化物和羧酸也能耐受反应,生成相应的芳基酯。

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