Naturally occurring dibenzofurans. Part 1. A synthesis of cannabifuran
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 7,p. 1605-1610
- https://doi.org/10.1039/p19820001605
Abstract
The synthesis of dibenzofurans from diphenyl ethers by non-phenolic oxidative coupling, u.v. irradiation, and by reaction with palladium(II) acetate has been investigated. 9-Isopropyl-6-methyl-3-pentyldibenzofuran-1-ol (cannabifuran)(35), a minor cannabis constituent, has been synthesized by annulation of 4-isopropyl-7-methylbenzofuran-2-carbaldehyde (28) by Wittig reaction with 2-carboxy-1-ethoxycarbonylethyltriphenylphosphorane and ring closure and functional-group modification of the resultant (E)-4-(4-isopropyl-7-methylbenzofuran-2-yl)-3-methoxycarbonylbut-3-enoic acid (29).This publication has 6 references indexed in Scilit:
- Depsidone synthesis. Part 21. A new synthesis of grisa-2′,5′-diene-3,4′-dionesJournal of the Chemical Society, Perkin Transactions 1, 1982
- A new dibenzofuran and diphenyl ether from the lichen Gymnoderma melacarpumAustralian Journal of Chemistry, 1980
- Depsidone synthesis. Part 13. The total synthesis of variolaric acidJournal of the Chemical Society, Perkin Transactions 1, 1979
- Review lecture - The imitation of enzymic catalysisProceedings of the Royal Society of London. B. Biological Sciences, 1978
- Ruscodibenzoruran, a new dibenzofuran from Ruscus aculeatus l. (liliaceae)Tetrahedron, 1977
- Depsidone synthesis. III. Grayanic acidAustralian Journal of Chemistry, 1976