Organic Chemistry Portal

Abstracts

Search:

Conversion of Simple Cyclohexanones into Catechols

Yu-Feng Liang, Xinyao Li, Xiaoyang Wang, Miancheng Zou, Conghui Tang, Yujie Liang, Song Song and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China, Email: jiaoningpku.edu.cn

Y.-F. Liang, X. Li, X. Wang, M. Zou, C. Tang, Y. Liang, S. Song, N. Jiao, J. Am. Chem. Soc., 2016, 138, 12271-12277.

DOI: 10.1021/jacs.6b07269 (free Supporting Information)


see article for more reactions

Abstract

In a I2-catalyzed direct conversion of cyclohexanones to substituted catechols under mild and simple conditions via multiple oxygenation and dehydrogenative aromatization processes, DMSO acts as the solvent, oxidant, and oxygen source. This metal-free and simple system provides highly valuable substituted catechols for drug discovery.

see article for more examples



Key Words

Kornblum oxidation, phenol derivatives, DMSO


ID: J48-Y2016