Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines

Qiao-Lei Wu; Jing Guo; Gong-Bin Huang; Albert S. C. Chan; Jiang Weng; Gui Lu

doi:10.1039/C9OB02600B

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Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines†

Qiao-Lei Wu,‡^a Jing Guo,‡^a Gong-Bin Huang,^a Albert S. C. Chan,^a Jiang Weng

*^a and Gui Lu

*^a

Author affiliations

* Corresponding authors

^a Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. China
E-mail: wengj2@mail.sysu.edu.cn, lugui@mail.sysu.edu.cn

Abstract

An efficient protocol to access 2,2-diarylethylamines via visible-light-promoted radical reactions of para-quinone methides (p-QMs) with N-alkyl anilines has been disclosed. These reactions feature metal-free, redox-neutral, and mild reaction conditions with wide functional group compatibility.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C9OB02600B
Article type: Communication
Submitted: 06 Dec 2019
Accepted: 11 Jan 2020
First published: 13 Jan 2020

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Org. Biomol. Chem., 2020,18, 860-864

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Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines

Q. Wu, J. Guo, G. Huang, A. S. C. Chan, J. Weng and G. Lu, Org. Biomol. Chem., 2020, 18, 860 DOI: 10.1039/C9OB02600B

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Organic & Biomolecular Chemistry

Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines†

Abstract

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Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines

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