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Ruthenium(II)-Catalyzed Synthesis of Hydroxylated Arenes with Ester as an Effective Directing Group

Yiqing Yang, Yun Lin and Yu Rao*

*Department of Pharmacology and Pharmaceutical Sciences, School of Medicine and School of Life Sciences, Tsinghua University, Beijing 100084, China, Email: yraomail.tsinghua.edu.cn

Y. Yang, Y. Lin, Y. Rao, Org. Lett., 2012, 14, 2874-2877.

DOI: 10.1021/ol301104n (free Supporting Information)


Abstract

A Ru(II) catalyzed ortho-hydroxylation of ethyl benzoates with ester as a directing groups enables a facile synthesis of various multifunctionalized arenes from easily accessible substrates. Crucial factors in this transformation are both the TFA/TFAA cosolvent system and the oxidants. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

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Key Words

Hydroxylation, Selectfluor


ID: J54-Y2012-1810