KMnO4/AcOH-mediated C3-selective direct arylation of coumarins with arylboronic acids

Jin-Wei Yuan; Liang-Ru Yang; Qiu-Yue Yin; Pu Mao; Ling-Bo Qu

doi:10.1039/C6RA04787D

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KMnO₄/AcOH-mediated C3-selective direct arylation of coumarins with arylboronic acids†

Jin-Wei Yuan,*^a Liang-Ru Yang,^a Qiu-Yue Yin,^a Pu Mao^a and Ling-Bo Qu*^a

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* Corresponding authors

^a School of Chemistry & Chemical Engineering, Henan University of Technology, Zhengzhou 450001, P.R. China
E-mail: yuanjinweigs@126.com
Fax: +86-371-67756718
Tel: +86-371-67756718

Abstract

An efficient protocol for KMnO₄/AcOH-mediated dehydrogenative direct radical arylation of coumarins with arylboronic acids to afford 3-arylcoumarin derivatives is described. A similar reaction system is also applicable to the 3-arylation of quinolinone derivatives. These KMnO₄/AcOH-mediated coupling reactions occur regioselectively at the C3 position of coumarins and quinolinones. Some notable features of this method are high efficiency, moderate to good yield, and a broad group tolerance.

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Article information

DOI: https://doi.org/10.1039/C6RA04787D
Article type: Paper
Submitted: 23 Feb 2016
Accepted: 02 Apr 2016
First published: 05 Apr 2016

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RSC Adv., 2016,6, 35936-35944

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KMnO₄/AcOH-mediated C3-selective direct arylation of coumarins with arylboronic acids

J. Yuan, L. Yang, Q. Yin, P. Mao and L. Qu, RSC Adv., 2016, 6, 35936 DOI: 10.1039/C6RA04787D

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