Issue 10, 2022

Metal-/catalyst-free one-pot three-component thioamination of 1,4-naphthoquinone in a sustainable solvent

Abstract

A metal-/catalyst-free protocol for the direct thioamination of 1,4-naphthoquinone with thiophenols and amines using air as an oxidant in a green solvent has been developed. This environmentally friendly strategy was realized using commercially available reagents with simple operation under mild conditions affording 2-amino-3-thio-1,4-naphthoquinones as products in moderate to good yields. Importantly, the use of cyclopentyl methyl ether (CPME) as a solvent could eliminate the need for traditional amide solvents with tedious post-treatment. Additionally, the potential utility of this protocol was further demonstrated by a gram-scale experiment.

Graphical abstract: Metal-/catalyst-free one-pot three-component thioamination of 1,4-naphthoquinone in a sustainable solvent

Supplementary files

Article information

Article type
Communication
Submitted
02 Dec 2021
Accepted
21 Jan 2022
First published
09 Feb 2022

New J. Chem., 2022,46, 4550-4554

Metal-/catalyst-free one-pot three-component thioamination of 1,4-naphthoquinone in a sustainable solvent

L. Xiong, S. He, J. Pan and B. Yu, New J. Chem., 2022, 46, 4550 DOI: 10.1039/D1NJ05741C

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