Synthesis of 9,10‐Dibenzoyl‐phenanthrene Derivatives Through a Palladium‐Catalyzed Domino Approach

A palladium‐catalyzed domino approach toward synthetically challenging phenanthrene derivatives has been developed. The procedure involves a sequence of oxidative homocoupling, cyclization, and oxidation starting from deoxybenzoin derivatives halogenated in the ortho position. Good assembly efficien...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-10, Vol.365 (19), p.3277-3283
Main Authors: Arcadi, Antonio, Fabrizi, Giancarlo, Goggiamani, Antonella, Iazzetti, Antonia, Iavarone, Federica, Marrone, Federico, Mazzoccanti, Giulia, Sferrazza, Alessio
Format: Article
Language:English
Subjects:
Functional groups
Oxidation
Palladium
Phenanthrene
Reaction mechanisms
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Summary:A palladium‐catalyzed domino approach toward synthetically challenging phenanthrene derivatives has been developed. The procedure involves a sequence of oxidative homocoupling, cyclization, and oxidation starting from deoxybenzoin derivatives halogenated in the ortho position. Good assembly efficiency and good functional group tolerance have been observed with yields from moderate to excellent. A plausible reaction mechanism has been proposed based on experimental results and literature data.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300550