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通过铜介导的缺电子芳基羧酸的脱羧卤化和氰化以及在有氧条件下通过钯催化剂实现富电子芳基羧酸的脱羧卤化和氰化。

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions.

作者信息

Fu Zhengjiang, Li Zhaojie, Song Yuanyuan, Yang Ruchun, Liu Yanzhu, Cai Hu

机构信息

College of Chemistry, Nanchang University , Nanchang 330031, China.

出版信息

J Org Chem. 2016 Apr 1;81(7):2794-803. doi: 10.1021/acs.joc.5b02873. Epub 2016 Mar 14.

Abstract

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

摘要

已建立了简单的策略,即在有氧条件下,通过使用Cu(I)作为促进剂对缺电子苯甲酸进行脱羧官能化,以及通过使用Pd(II)作为催化剂对富电子苯甲酸进行脱羧官能化,从而通过苯甲酸与易得的卤素源CuX(X = I、Br、Cl)的脱羧官能化顺利合成芳基卤化物(-I、Br和Cl),并首次在氧气气氛下通过芳基羧酸与无毒且低成本的K4Fe(CN)6的脱羧氰化反应轻松制备苯甲腈。

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