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钯催化的α-氧代羧酸对偶氮苯的脱羧邻位酰化反应。

Palladium-catalyzed decarboxylative ortho acylation of azobenzenes with α-oxocarboxylic acids.

机构信息

CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, People's Republic of China.

出版信息

J Org Chem. 2013 Oct 18;78(20):10414-20. doi: 10.1021/jo401794a. Epub 2013 Oct 8.

DOI:10.1021/jo401794a
PMID:24069957
Abstract

A palladium-catalyzed decarboxylative ortho acylation of azobenzenes with α-oxocarboxylic acids via ligand-directed C-H activation has been explored. The reaction proceeded smoothly with potassium persulfate as the oxidant to afford acylated unsymmetrical azobenzenes in moderate to good yields and tolerated chloro, bromo, iodo, and methoxy groups. Para, ortho, and disubstituted as well as unsymmetrical azobenzenes could be used.

摘要

钯催化的通过配体导向的 C-H 活化的邻位酰化反应,实现了偶氮苯与α-氧代羧酸的脱羧邻位酰化。该反应以过硫酸钾为氧化剂,在温和条件下顺利进行,以中等至良好的产率得到酰化的不对称偶氮苯,且对氯、溴、碘和甲氧基等基团具有耐受性。邻位、对位和二取代以及不对称偶氮苯都可以使用。

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