Issue 13, 2023

Oxidative cross-coupling of quinoxalinones with indoles enabled by acidochromism

Abstract

An oxidative cross-coupling of quinoxalinones with indole derivatives via B(C6F5)3·H2O induced acidochromism of quinoxalinone derivatives was developed under mild and external photocatalyst-free conditions. The reaction shows excellent substrate scope, accommodating a wide range of functional groups. The usefulness of this strategy was demonstrated by the synthesis of the natural products Azacephalandole A and Cephalandole A in high yields. Moreover, the products are fluorophores showing prevalent fluorescence properties with a wide emission range and good relative quantum yields.

Graphical abstract: Oxidative cross-coupling of quinoxalinones with indoles enabled by acidochromism

Supplementary files

Article information

Article type
Communication
Submitted
22 Feb 2023
Accepted
01 Mar 2023
First published
02 Mar 2023

Org. Biomol. Chem., 2023,21, 2709-2714

Oxidative cross-coupling of quinoxalinones with indoles enabled by acidochromism

J. Huang, L. Wang and X. Tang, Org. Biomol. Chem., 2023, 21, 2709 DOI: 10.1039/D3OB00280B

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