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...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2024
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| Online Access: | http://psasir.upm.edu.my/id/eprint/113457/1/113457.pdf |
| _version_ | 1817927931550236672 |
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| author | Tamil Segaran, Raaginie Ng, Chean Hui Mohd Aluwi, Mohd Fadhlizil Fasihi Lam, Kok Wai Shaari, Khozirah Md Pisar, Mazura |
| author_facet | Tamil Segaran, Raaginie Ng, Chean Hui Mohd Aluwi, Mohd Fadhlizil Fasihi Lam, Kok Wai Shaari, Khozirah Md Pisar, Mazura |
| author_sort | Tamil Segaran, Raaginie |
| collection | UPM |
| description | 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. |
| first_indexed | 2024-12-09T02:26:17Z |
| format | Article |
| id | upm.eprints-113457 |
| institution | Universiti Putra Malaysia |
| language | English |
| last_indexed | 2024-12-09T02:26:17Z |
| publishDate | 2024 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | upm.eprints-1134572024-11-25T06:20:14Z http://psasir.upm.edu.my/id/eprint/113457/ An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones Tamil Segaran, Raaginie Ng, Chean Hui Mohd Aluwi, Mohd Fadhlizil Fasihi Lam, Kok Wai Shaari, Khozirah Md Pisar, Mazura 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. Elsevier 2024 Article PeerReviewed text en cc_by_nc_4 http://psasir.upm.edu.my/id/eprint/113457/1/113457.pdf 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 https://linkinghub.elsevier.com/retrieve/pii/S2211715624003230 10.1016/j.rechem.2024.101627 |
| spellingShingle | Tamil Segaran, Raaginie Ng, Chean Hui Mohd Aluwi, Mohd Fadhlizil Fasihi Lam, Kok Wai Shaari, Khozirah Md Pisar, Mazura An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title | An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title_full | An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title_fullStr | An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title_full_unstemmed | An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title_short | An eco-friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol-based xanthenones |
| title_sort | eco friendly and new facile method for synthesis of prenylated or geranylated acylphloroglucinol based xanthenones |
| url | http://psasir.upm.edu.my/id/eprint/113457/1/113457.pdf |
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