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

Antonio Arcadi; Giancarlo Fabrizi; Antonella Goggiamani; Antonia Iazzetti; Federica Iavarone; Federico Marrone; Francesco Marrone; Giulia Mazzoccanti; Alessio Sferrazza

doi:10.1002/adsc.202300550

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

Antonio Arcadi, Giancarlo Fabrizi, Antonella Goggiamani, Antonia Iazzetti, Federica Iavarone, Federico Marrone, Francesco Marrone, Giulia Mazzoccanti, Alessio Sferrazza

Risultato della ricerca: Contributo in rivista › Articolo in rivista

Abstract

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.image

Lingua originale	English
pagine (da-a)	3277-3283
Numero di pagine	7
Rivista	ADVANCED SYNTHESIS & CATALYSIS
Volume	365
DOI	https://doi.org/10.1002/adsc.202300550
Stato di pubblicazione	Pubblicato - 2023

Keywords

phenanthrenes
oxidative homocoupling
domino reactions
palladium

Accesso al documento

10.1002/adsc.202300550

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title = "Synthesis of 9,10-Dibenzoyl-phenanthrene Derivatives Through a Palladium-Catalyzed Domino Approach",

abstract = "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.image",

keywords = "phenanthrenes, oxidative homocoupling, domino reactions, palladium, phenanthrenes, oxidative homocoupling, domino reactions, palladium",

author = "Antonio Arcadi and Giancarlo Fabrizi and Antonella Goggiamani and Antonia Iazzetti and Federica Iavarone and Federico Marrone and Francesco Marrone and Giulia Mazzoccanti and Alessio Sferrazza",

year = "2023",

doi = "10.1002/adsc.202300550",

language = "English",

volume = "365",

pages = "3277--3283",

journal = "ADVANCED SYNTHESIS & CATALYSIS",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag GmBH:PO Box 101161, D 69451 Weinheim Germany:011 49 6201 606147, EMAIL: [email protected], INTERNET: http://www.wiley-vch.de, Fax: 011 49 6201 606328",

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TY - JOUR

T1 - Synthesis of 9,10-Dibenzoyl-phenanthrene Derivatives Through a Palladium-Catalyzed Domino Approach

AU - Arcadi, Antonio

AU - Fabrizi, Giancarlo

AU - Goggiamani, Antonella

AU - Iazzetti, Antonia

AU - Iavarone, Federica

AU - Marrone, Federico

AU - Marrone, Francesco

AU - Mazzoccanti, Giulia

AU - Sferrazza, Alessio

PY - 2023

Y1 - 2023

N2 - 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.image

AB - 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.image

KW - phenanthrenes

KW - oxidative homocoupling

KW - domino reactions

KW - palladium

KW - phenanthrenes

KW - oxidative homocoupling

KW - domino reactions

KW - palladium

UR - http://hdl.handle.net/10807/262260

U2 - 10.1002/adsc.202300550

DO - 10.1002/adsc.202300550

M3 - Article

SN - 1615-4150

VL - 365

SP - 3277

EP - 3283

JO - ADVANCED SYNTHESIS & CATALYSIS

JF - ADVANCED SYNTHESIS & CATALYSIS

ER -

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

Abstract

Keywords

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