Issue 37, 2023

p-TSA·H2O catalyzed metal-free and environmentally benign synthesis of 4-aryl quinolines from arylamine, arylacetylene, and dimethyl sulfoxide

Abstract

An environmentally benign and metal-free synthesis of 4-aryl quinolines is reported by employing readily available arylamine, arylacetylene, and DMSO in the presence of 20 mol% p-TSA·H2O. In the present protocol, the solvent DMSO serves as a reactant cum solvent for providing the C2 carbon atom of the quinoline skeleton. Notably, the reaction proceeds effectively and efficiently without the involvement of any metal catalyst, ligand, and co-catalyst as additives and inert atmospheric reaction conditions. This method provides high atom economy and good yields, and two CC and one CN bonds are formed in a single step through a three-component reaction.

Graphical abstract: p-TSA·H2O catalyzed metal-free and environmentally benign synthesis of 4-aryl quinolines from arylamine, arylacetylene, and dimethyl sulfoxide

Supplementary files

Article information

Article type
Paper
Submitted
22 Jun 2023
Accepted
15 Jul 2023
First published
24 Jul 2023

Org. Biomol. Chem., 2023,21, 7553-7560

p-TSA·H2O catalyzed metal-free and environmentally benign synthesis of 4-aryl quinolines from arylamine, arylacetylene, and dimethyl sulfoxide

S. Faraz and A. T. Khan, Org. Biomol. Chem., 2023, 21, 7553 DOI: 10.1039/D3OB00993A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements