2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Mediated Tandem Oxidative-Coupling/Annulation of o-Hydroxyaryl Enaminones with Cycloheptatriene

Abstract

A DDQ-mediated tandem reaction of easily available o-hydroxy­aryl enaminones and cycloheptatriene is disclosed. It provides an effective and convenient method for the synthesis of 3-(cycloheptatrienyl)-substituted chromones in moderate to excellent yields with good functional group tolerance; this reaction involves an oxidative coupling and intramolecular annulation pathway.

Key words

annulation - alkylation - DDQ - o-hydroxyaryl enaminones - cycloheptatriene

Publication History

Received: 26 September 2020

Accepted after revision: 15 October 2020

Article published online:
11 November 2020

• References

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