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铑催化重氮化合物与芳基硼酸的芳基化反应。

Rhodium catalyzed arylation of diazo compounds with aryl boronic acids.

作者信息

Ghorai Jayanta, Anbarasan Pazhamalai

机构信息

Department of Chemistry, Indian Institute of Technology Madras, Chennai - 600036, India.

出版信息

J Org Chem. 2015 Apr 3;80(7):3455-61. doi: 10.1021/jo502922r. Epub 2015 Mar 19.

Abstract

A general and efficient synthesis of diarylacetate, a diarylmethine derivative, was accomplished through rhodium catalyzed direct arylation of diazo compounds with arylboronic acids. The reaction tolerates various boronic acid derivatives and functional groups. Notably, chemoselective arylation of diazo compounds over other electrophiles were demonstrated. The efficacy of the developed methodology is shown by the expeditious synthesis of the core structure of diclofensine.

摘要

通过铑催化重氮化合物与芳基硼酸的直接芳基化反应,实现了二芳基乙酸酯(一种二芳基次甲基衍生物)的通用高效合成。该反应能耐受各种硼酸衍生物和官能团。值得注意的是,已证明重氮化合物相对于其他亲电试剂具有化学选择性芳基化反应。双氯芬新核心结构的快速合成表明了所开发方法的有效性。

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