Visible Light-Induced Sequential Nitrogen Insertion and Benzotriazolation of Quinoxaline-2(1<i>H</i>)-ones

Herein, we report a visible light-mediated sequential reaction involving in situ generation of benzotriazole from benzene-1,2-diamine and <i>tert</i>-butyl nitrite via nitrogen insertion and concomitant cross-coupling with quinoxaline-2(1<i>H</i>)-ones via C-N bond formation in one pot. This protocol uses metal-free mild conditions and demonstrated 36 examples of ≤80% yield with wide functional group tolerance.

Authors

Publication Details

Journal
Organic Letters
Published
2025-02-03
DOI
https://doi.org/10.1021/acs.orglett.4c04834
Citations
7
Primary Topic
Synthesis and Biological Evaluation
Type
article
Field-Weighted Citation Impact
6.55

Funders

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article

Visible Light-Induced Sequential Nitrogen Insertion and Benzotriazolation of Quinoxaline-2(1H)-ones

Boopathy Gnanaprakasam, Shankhajit Mondal, Gokul S. Londhe, Akhilesh Narendra Malode
7 citations
Organic Letters
Synthesis and Biological Evaluation
6.55
article

Visible Light-Induced Sequential Nitrogen Insertion and Benzotriazolation of Quinoxaline-2(1H)-ones

Boopathy Gnanaprakasam, Shankhajit Mondal, Gokul S. Londhe, Akhilesh Narendra Malode
article en
7 citations

Abstract

Herein, we report a visible light-mediated sequential reaction involving in situ generation of benzotriazole from benzene-1,2-diamine and <i>tert</i>-butyl nitrite via nitrogen insertion and concomitant cross-coupling with quinoxaline-2(1<i>H</i>)-ones via C-N bond formation in one pot. This protocol uses metal-free mild conditions and demonstrated 36 examples of ≤80% yield with wide functional group tolerance.

Organic LettersVol. 27(6)
University Grants Commission, Indian Institute of Science Education and Research Pune, Science and Engineering Research Board
Openalex Percentile: Top 4%
Synthesis and Biological Evaluation
6.55
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