Application of a DIB/BBr3 protocol in metal-free aryl coupling reactions

Liangkun Pan; Ka-Mei Lee; Zhihai Ke; Ying-Yeung Yeung

doi:10.1039/D2NJ04478A

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Application of a DIB/BBr₃ protocol in metal-free aryl coupling reactions†

Liangkun Pan,^a Ka-Mei Lee,^a Zhihai Ke

*^b and Ying-Yeung Yeung

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, NT, Hong Kong, China
E-mail: yyyeung@cuhk.edu.hk

^b School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, Shenzhen, Guangdong 518172, China
E-mail: kezhihai@cuhk.edu.cn

Abstract

Metal-free direct C–H functionalization reactions are a promising approach to convert hydrocarbon feedstock into value-added molecules. Diacetoxyl iodobenzene (DIB) is a benchtop stable hypervalent iodine compound that is frequently used as a non-metal oxidant in C–H functionalization. However, DIB has a relatively low reactivity and an acid promoter is usually required to achieve satisfactory performance. Herein, we report the use of a DIB/BBr₃ protocol for metal-free C(sp²)–H activation/cross-coupling of arenes.

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Article information

DOI: https://doi.org/10.1039/D2NJ04478A
Article type: Paper
Submitted: 08 Sep 2022
Accepted: 08 Oct 2022
First published: 10 Oct 2022

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New J. Chem., 2022,46, 21047-21053

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Application of a DIB/BBr₃ protocol in metal-free aryl coupling reactions

L. Pan, K. Lee, Z. Ke and Y. Yeung, New J. Chem., 2022, 46, 21047 DOI: 10.1039/D2NJ04478A

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