Journal ArticleDOI
Naturally occurring dibenzofurans. Part 1. A synthesis of cannabifuran
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In this article, 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.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).read more
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Journal ArticleDOI
Palladium-catalyzed C–O bond formation: direct synthesis of phenols and aryl/alkyl ethers from activated aryl halides
TL;DR: In this article, a simple and efficient palladium-catalyzed carbon-oxygen bond formation was reported, which offers a direct transformation of aryl halides to phenols, as well as straightforward application to generate a wide variety of diaryl or alkyl/aryl ethers.
Journal ArticleDOI
Synthesis of polycyclic xanthenes and furans via palladium-catalyzed cyclization of polycyclic aryltriflate esters
Ji-Quan Wang,Ronald G. Harvey +1 more
TL;DR: In this article, the first examples of Pd-catalyzed cross-coupling of aryl triflate esters with arenes to form diaryl ethers were presented.
Journal ArticleDOI
Biaryl-bridged Schiff base complexes of zirconium alkyls: synthesis structure and stability
TL;DR: In this article, three substituted salicylaldimine derivatives H2L1-3 of 2,2′-diamino-6,6′-dimethylbiphenyl give, under appropriate conditions, isolable alkyls of zirconium [ZrL1−3R2] (R=CH2Ph, CH2But).
Book ChapterDOI
Chapter 3 – Photochromic naphthopyrans
John D. Hepworth,B. Mark Heron +1 more
TL;DR: This chapter discusses that significant advances in the understanding of the photochromic properties of naphthopyrans that have been made in the past decade, thereby supplementing the fast and strong coloration and increasing the potential applications of these long-lived materials.