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水杨醛的多米诺氧化/芳基化/脱羧反应:拓展间芳基苯酚的合成途径

A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta-Arylphenols.

作者信息

Luo Junfei, Preciado Sara, Araromi Solomon Olatokunbo, Larrosa Igor

机构信息

School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.

School of Biological and Chemical Science, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.

出版信息

Chem Asian J. 2016 Feb 4;11(3):347-50. doi: 10.1002/asia.201500506. Epub 2015 Jun 25.

Abstract

A method that allows salicylaldehydes to be efficiently transformed into meta-arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C-H activation. Aldehydes are easily introduced into the starting materials and the group is readily cleaved after the C-H functionalization event.

摘要

本文介绍了一种通过级联氧化/芳基化/脱羧反应序列将水杨醛高效转化为间芳基化苯酚衍生物的方法。我们证明醛官能团可作为一种方便的可去除导向基团,用于控制C-H活化中的位点选择性。醛很容易引入起始原料中,并且在C-H官能化反应后该基团很容易被裂解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fcf3/4744983/956a281971d2/ASIA-11-347-g001.jpg

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