<i>N</i> <sup>1</sup> ‐Alkylation of Benzotriazoles via Visible‐Light‐Promoted Alkyne–Carbonyl Metathesis

Herein, we describe a photocatalyst‐ and additive‐free three‐component reaction that enables regioselective N 1 ‐alkylation of benzotriazoles. Under visible light irradiation, alkynes and benzoquinones generate para‐quinone methide intermediates in situ, which undergoes subsequent 1,6‐conjugate additions with benzotriazoles. The reaction features mild and efficient conditions, proceeds under light alone, and delivers the alkylated benzotriazoles in up to 98% yield with broad substrate compatibility (34 examples).

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-08-13
DOI
https://doi.org/10.1002/ejoc.70743
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

N 1 ‐Alkylation of Benzotriazoles via Visible‐Light‐Promoted Alkyne–Carbonyl Metathesis

Bao Qiong Li, Zhe Dong, Xiang‐Zhi Zhang, Jin-Rong Niu et al.
European Journal of Organic Chemistry
Radical Photochemical Reactions
article

N 1 ‐Alkylation of Benzotriazoles via Visible‐Light‐Promoted Alkyne–Carbonyl Metathesis

Bao Qiong Li, Zhe Dong, Xiang‐Zhi Zhang, Jin-Rong Niu, Jun-Hui Luo, Xue Huang, Xiao‐Huo Chen
article en

Abstract

Herein, we describe a photocatalyst‐ and additive‐free three‐component reaction that enables regioselective N 1 ‐alkylation of benzotriazoles. Under visible light irradiation, alkynes and benzoquinones generate para‐quinone methide intermediates in situ, which undergoes subsequent 1,6‐conjugate additions with benzotriazoles. The reaction features mild and efficient conditions, proceeds under light alone, and delivers the alkylated benzotriazoles in up to 98% yield with broad substrate compatibility (34 examples).

European Journal of Organic Chemistry
Southern University of Science and Technology (CN), Wuyi University (CN), Wuyi University (CN)
National Natural Science Foundation of China, Wuyi University, Department of Education of Guangdong Province
Openalex Percentile: Top 18%
Radical Photochemical Reactions
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