Organic photoredox catalyzed C(sp3)–H functionalization of saturated aza-heterocycles via a cross-dehydrogenative coupling reaction

Yi-Fan Zhang; Han-Nan Chen; Yi Xiao; Zhencun Cui; Wei David Wang; Guo-Qiang Xu

doi:10.1039/D3OB01438J

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Organic photoredox catalyzed C(sp³)–H functionalization of saturated aza-heterocycles via a cross-dehydrogenative coupling reaction†

Yi-Fan Zhang,^a Han-Nan Chen,^a Yi Xiao,^a Zhencun Cui,^b Wei David Wang

*^a and Guo-Qiang Xu

*^a

Author affiliations

* Corresponding authors

^a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, MOE Frontiers Science Center for Rare Isotopes, Lanzhou Magnetic Resonance Center, Lanzhou University, Lanzhou 730000, P.R. China
E-mail: ww@lzu.edu.cn, gqxu@lzu.edu.cn

^b Department of Nuclear Medicine, MOE Frontiers Science Center for Rare Isotopes, Second Hospital of Lanzhou University, Lanzhou University, Lanzhou 730030, P.R. China

Abstract

Herein we present a novel protocol to access α-functionalized saturated aza-heterocycles, and a variety of nucleophilic groups, such as indole, naphthol, phenol, pyrrole, furyl, nitromethyl, and cyano, could be easily installed into saturated aza-heterocycles. Furthermore, a range of biologically valuable 3,3′-diindolylmethane derivatives could also be readily accessed under mild photocatalytic conditions.

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Article information

DOI: https://doi.org/10.1039/D3OB01438J
Article type: Communication
Submitted: 07 Sep 2023
Accepted: 29 Sep 2023
First published: 03 Oct 2023

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Org. Biomol. Chem., 2023,21, 8284-8288

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Organic photoredox catalyzed C(sp³)–H functionalization of saturated aza-heterocycles via a cross-dehydrogenative coupling reaction

Y. Zhang, H. Chen, Y. Xiao, Z. Cui, W. D. Wang and G. Xu, Org. Biomol. Chem., 2023, 21, 8284 DOI: 10.1039/D3OB01438J

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Organic & Biomolecular Chemistry