Synthesis of Isobenzofuranones and Isoindolinones via Claisen–Schmidt Condensation and Their Antileishmanial Activity

ACS Omega 2026 Open access

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Authors: Sireethon Khotsombat, Nattanit Suddee, Chatphorn Theppitak, S Ruchirawat, Marcel Kaiser, Pascal Maeser, Randolph Arroo, Annie E. Taylor, George William Weaver, Avninder S. Bhambra, Nopporn Thasana
DOI: 10.1021/acsomega.5c08000
Cited by: 1
References: 35

Abstract

High Resolution Image Download MS PowerPoint Slide In this study, we describe the synthesis of isobenzofuranones and isoindolinones using the Claisen–Schmidt condensation via the formation of a chalcone intermediate, followed by a 5- exo - trig cyclization facilitated by the carboxylate group under basic conditions. The desired products were obtained in good yields. Subsequently, Michael-lactamization reaction of the isobenzofuranones was employed to synthesize isoindolinone derivatives. The three-component Mannich-lactamization reaction was also explored to synthesize isoindolinones from 2–hydroxyacetophenone, phthalaldehydic acid, and amine derivatives. Furthermore, the synthesized compound 5c exhibited low EC 50 (μM) values against Leishmania donovani ( L. donovani ), with no significant cytotoxicity observed against L-6 cells.

Fields of Study & Subjects

Synthesis and pharmacology of benzodiazepine derivatives Synthesis and biological activity Synthesis and Reactivity of Sulfur-Containing Compounds

Publication details

Journal / source
ACS Omega
Publisher
American Chemical Society (ACS)
Volume
11
Issue
4
Pages
5281–5294
Publication date
20 January 2026
Language
EN