Issue 55, 2020

One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides

Abstract

A facile one-pot synthesis has been developed through alkylation/acylation of ortho-tosylaminophenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent synthetic approach to structurally diverse 2,3-disubstituted indoles and 3,4-diaryl-substituted quinolinones.

Graphical abstract: One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides

Supplementary files

Article information

Article type
Paper
Submitted
23 jun 2020
Accepted
01 sep 2020
First published
10 sep 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 33455-33460

One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides

J. Wang, X. Pan, Q. Rong, L. Zhao, L. Zhao, W. Dai, K. Zhao and L. Hu, RSC Adv., 2020, 10, 33455 DOI: 10.1039/D0RA05497F

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