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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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
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Functional groups
Oxidation
Palladium
Phenanthrene
Reaction mechanisms
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creator Arcadi, Antonio
Fabrizi, Giancarlo
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Mazzoccanti, Giulia
Sferrazza, Alessio
description 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.
doi_str_mv 10.1002/adsc.202300550
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subjects Functional groups
Oxidation
Palladium
Phenanthrene
Reaction mechanisms
title Synthesis of 9,10‐Dibenzoyl‐phenanthrene Derivatives Through a Palladium‐Catalyzed Domino Approach
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