Synthesis of 2-trifluoromethylquinolines through rhodium-catalysed redox-neutral [3 + 3] annulation between anilines and CF3-ynones using traceless directing groups

Haichao Huang; Hailong Wang; Chao Gong; Zhenjing Zhuang; Wenmin Feng; Si-Hai Wu; Lianhui Wang

doi:10.1039/D1QO01478A

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Synthesis of 2-trifluoromethylquinolines through rhodium-catalysed redox-neutral [3 + 3] annulation between anilines and CF₃-ynones using traceless directing groups†

Haichao Huang,^a Hailong Wang,^a Chao Gong,^a Zhenjing Zhuang,

^a Wenmin Feng,^a Si-Hai Wu

*^a and Lianhui Wang

*^a

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* Corresponding authors

^a School of Medicine, Huaqiao University, Quanzhou, P. R. China
E-mail: wusihai@hqu.edu.cn, lianhui.wang@hqu.edu.cn

Abstract

Rhodium-catalysed regioselective redox-neutral [3 + 3]-cycloaddition of anilines with CF₃-ynones was achieved via a traceless directing group strategy. A variety of substituted 2-trifluromethylquinoline compounds were obtained in good to excellent yields, which exhibited favorable blue emission properties.

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Article information

DOI: https://doi.org/10.1039/D1QO01478A
Article type: Research Article
Submitted: 01 Oct 2021
Accepted: 26 Nov 2021
First published: 29 Nov 2021

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Org. Chem. Front., 2022,9, 413-419

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Synthesis of 2-trifluoromethylquinolines through rhodium-catalysed redox-neutral [3 + 3] annulation between anilines and CF₃-ynones using traceless directing groups

H. Huang, H. Wang, C. Gong, Z. Zhuang, W. Feng, S. Wu and L. Wang, Org. Chem. Front., 2022, 9, 413 DOI: 10.1039/D1QO01478A

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