An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones

The synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones with 15.1–36.9% yield was achieved via aldol condensation of 2,4,6-trihydroxy-3-prenylacetophenone (tHPA) or 2,4,6-trihydroxy-3-geranylacetophenone (tHGA) and 2-hydroxybenzaldehyde derivatives in the presence of lithium...

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Bibliographic Details
Main Authors: Tamil Segaran, Raaginie, Ng, Chean Hui, Mohd Aluwi, Mohd Fadhlizil Fasihi, Lam, Kok Wai, Shaari, Khozirah, Md Pisar, Mazura
Format: Article
Language:English
Published: Elsevier 2024
Online Access:http://psasir.upm.edu.my/id/eprint/113457/1/113457.pdf
Description
Summary:The synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones with 15.1–36.9% yield was achieved via aldol condensation of 2,4,6-trihydroxy-3-prenylacetophenone (tHPA) or 2,4,6-trihydroxy-3-geranylacetophenone (tHGA) and 2-hydroxybenzaldehyde derivatives in the presence of lithium bis(trimethylsilyl)amide (LiHMDS) as deprotonating agent. This study is one of the first to report on the synthesis of xanthenones using strong non-nucleophilic base catalyst, and the described synthesis not only achieved a compound with a natural product skeleton but also formed in a simple and environmentally friendly specificity.