Issue 4, 2024

One-pot, efficient synthesis of fused quinoline analogues via room temperature C(sp3)–N cleavage/aromatization reaction

Abstract

One-pot transformation of N,N-dimethylaniline to fused quinoline derivatives was achieved through sequential oxidative cyclization followed by a concomitant C(sp3)–N cleavage/aromatization reaction. The transformation was successfully carried out under an air atmosphere at room temperature itself. Mechanistic investigations revealed that the reaction follows the radical pathway. In silico studies showed that the synthesized molecules exhibit good caspase-3 inhibitory activity.

Graphical abstract: One-pot, efficient synthesis of fused quinoline analogues via room temperature C(sp3)–N cleavage/aromatization reaction

Supplementary files

Article information

Article type
Paper
Submitted
28 Nov 2023
Accepted
12 Dec 2023
First published
02 Jan 2024

New J. Chem., 2024,48, 1489-1494

One-pot, efficient synthesis of fused quinoline analogues via room temperature C(sp3)–N cleavage/aromatization reaction

S. Prasanna Kumari, S. Thamotharan and S. Selva Ganesan, New J. Chem., 2024, 48, 1489 DOI: 10.1039/D3NJ05462D

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