An efficient one-pot synthesis of indanone fused heterocyclic compounds via SeO2/FeCl3 promoted intramolecular Friedel-Craft acylation reaction

• DOI: 10.1016/j.tetlet.2021.153070
• Publication Date: 2021-04-09T06:18:25Z
• Authors: Huan Zhang; Qi Wang; Lu Huang; Ziye Tian; Shunguang Zhang; Youlai Zhang
• Keywords: Moiety; Friedel–Crafts reaction; Tandem; Cascade reaction; One-pot synthesis; Reaction conditions

Abstract Indanones have been shown to exhibit a broad range of biological activities. An efficient and straightforward synthetic method for generating indanone fused heterocyclic compounds which contains a unique tetracyclic isoflavone moiety was developed. This unprecedented one-pot route utilizes a wide spread of substrates through three-step tandem Riley oxidation/Friedel-Crafts reaction/oxidation with SeO2/FeCl3 in moderate yield. Moreover, some of the synthesized heterocyclic compounds have shown moderate anticancer activities.