Ultrasound-Assisted, BF₃·OEt₂-Promoted, Multicomponent Synthesis of Chromene-Based Podophyllotoxin Analogues

Abstract

A novel method was developed to synthesise chromene-lactone analogues of podophyllotoxin using an ultrasound-assisted multicomponent reaction (MCR). The MCR involved tetronic acid, phenols, and aromatic aldehydes and was promoted by BF₃·OEt₂, resulting in the production of ten derivatives with different substituents on the aromatic rings in yields ranging from 32% to 93%. These compounds are of interest due to their reported activity against tumour cells. Their ease of synthesis through the MCR may allow for more in-depth studies on anticancer activity, as well as investigations of other biological targets. The synthesised derivatives contain important pharmacophoric groups for potential applications in medicinal chemistry.

Key words

tetronic acid - multicomponent reactions - chromenes - lactones - heterocyclic compounds

Publication History

Received: 12 January 2024

Accepted after revision: 29 April 2024

Article published online:
16 May 2024

• References and Notes

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