Issue 21, 2024, Issue in Progress

Three-component synthesis of pyran-fused biscoumarins: an entry to pyridinone- and pyranone-fused coumarins

Abstract

A base-mediated, three-component synthesis of symmetric and unsymmetric pyran-fused biscoumarins via the coupling of 4-hydroxycoumarin with 4-chloro-3-formylcoumarin in ethanol is reported. This methodology is further extended to the construction of various indole/coumarin-substituted symmetric pyran-fused biscoumarins. The unsymmetric pyran-fused biscoumarin can react with amines and 4-hydroxycoumarins under basic and acidic conditions to afford pyridinone-fused coumarins and pyranone-fused coumarins, respectively. The mechanisms of their formation are proposed.

Graphical abstract: Three-component synthesis of pyran-fused biscoumarins: an entry to pyridinone- and pyranone-fused coumarins

Supplementary files

Article information

Article type
Paper
Submitted
04 Mar 2024
Accepted
30 Apr 2024
First published
07 May 2024
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2024,14, 14767-14774

Three-component synthesis of pyran-fused biscoumarins: an entry to pyridinone- and pyranone-fused coumarins

J. Lee, N. Jatangi, S. Vyasamudri and D. Yang, RSC Adv., 2024, 14, 14767 DOI: 10.1039/D4RA01681E

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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