Issue 8, 2024

Green and fast 2-aryloxylation/amination of quinolines

Abstract

A rapid, efficient and eco-friendly synthesis of 2-aroxyquinolines and 2-aminoquinolines was developed respectively through activating agent-promoted deoxygenative aryloxylation/amination. The main challenges in constructing C2–O or C2–N bonds from N-oxides lie in overcoming two side reactions: the reaction between the activating agent and the nucleophile, and the associated reaction at the C4-position. Compared to previous reports, this method benefits from an eco-friendly solvent, short reaction time, simple operation, and wide substrate scope, providing a variety of heteroaryl ethers and amines. We have demonstrated a gram-scale synthesis and calculated the green chemistry metrics to highlight the advantage of the developed synthetic method.

Graphical abstract: Green and fast 2-aryloxylation/amination of quinolines

Supplementary files

Article information

Article type
Paper
Submitted
29 Dec 2023
Accepted
29 Feb 2024
First published
01 Mar 2024

Green Chem., 2024,26, 4659-4664

Green and fast 2-aryloxylation/amination of quinolines

C. Bu, K. Wang, C. Gong and D. Wang, Green Chem., 2024, 26, 4659 DOI: 10.1039/D3GC05178A

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