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Issue 55, 2020
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One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides

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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

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Article information


Submitted
23 Jun 2020
Accepted
01 Sep 2020
First published
10 Sep 2020

This article is Open Access

RSC Adv., 2020,10, 33455-33460
Article type
Paper

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

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