Issue 2, 2025

Base-mediated denitrative C3-alkylation of quinoxaline derivatives

Abstract

We have developed a novel base-mediated method for the selective C3-alkylation of quinoxalin-2(1H)-one and N-protected quinoxalin-2(1H)-one using inexpensive, unactivated nitroalkanes. This approach tolerates a wide range of functional groups and supports the synthesis of various bioactive compounds. Gram-scale reactions demonstrate the scalability of the method. The proposed mechanism was validated by control experiments.

Graphical abstract: Base-mediated denitrative C3-alkylation of quinoxaline derivatives

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Article information

Article type
Communication
Submitted
26 Sep 2024
Accepted
13 Nov 2024
First published
14 Nov 2024

Org. Biomol. Chem., 2025,23, 303-307

Base-mediated denitrative C3-alkylation of quinoxaline derivatives

V. R. Pansare and N. Barsu, Org. Biomol. Chem., 2025, 23, 303 DOI: 10.1039/D4OB01571A

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