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


Citation

Tamil Segaran, Raaginie and Ng, Chean Hui and Mohd Aluwi, Mohd Fadhlizil Fasihi and Lam, Kok Wai and Shaari, Khozirah and Md Pisar, Mazura (2024) An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones. Results in Chemistry, 9. art. no. 101627. pp. 1-5. ISSN 2211-7156; eISSN: 2211-7156

Abstract

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.


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Additional Metadata

Item Type: Article
Divisions: Institute of Bioscience
DOI Number: https://doi.org/10.1016/j.rechem.2024.101627
Publisher: Elsevier
Keywords: Acylphloroglucinol-based xanthenone; Aldol condensation; Eco-friendly; LiHMDS base catalyst; Natural product skeleton
Depositing User: Mr. Mohamad Syahrul Nizam Md Ishak
Date Deposited: 25 Nov 2024 06:20
Last Modified: 25 Nov 2024 06:20
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1016/j.rechem.2024.101627
URI: http://psasir.upm.edu.my/id/eprint/113457
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