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A novel palladium intramolecular diaryl ether formation

✍ Scribed by Roberto Olivera; Raul SanMartin; Esther Domı́nguez

Book ID
104210368
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
162 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

This paper presents an ecient methodology for the preparation of dibenzoxepino [4,5-d]pyrazoles using a novel intramolecular palladium catalyzed diaryl ether formation. The eect of dierent chelating ligand systems, along with the unusual coupling reaction of phenoxides with aryl iodides and non-activated aryl moieties are also reported.

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Aryl bromides were converted to diaryl ethers with sodium aryl oxides in the presence of catslytic amounts of Pd(DBA)2 and DPPF. Isolated yields of over 90% were achievedin reactions with electrondeficientaryl bromidesand electronrich sodiumsryl oxides. EIectronpoorDPPFderivativesled to increasedrea