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

A. Arcadi; G. Fabrizi; A. Goggiamani; Antonia Iazzetti; Federica Iavarone; F. Marrone; G. Mazzoccanti; A. Sferrazza

doi:10.1002/adsc.202300550

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

A. Arcadi
, G. Fabrizi
, A. Goggiamani
, Antonia Iazzetti^*
, Federica Iavarone
, F. Marrone
, G. Mazzoccanti
, A. Sferrazza^*

^*Autore corrispondente per questo lavoro

Risultato della ricerca: Contributo in rivista › Articolo

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	Inglese
pagine (da-a)	3277-3283
Numero di pagine	7
Rivista	Advanced Synthesis and Catalysis
Volume	365
Numero di pubblicazione	19
DOI	https://doi.org/10.1002/adsc.202300550
Stato di pubblicazione	Pubblicato - 2023

OSS delle Nazioni Unite

Questo processo contribuisce al raggiungimento dei seguenti obiettivi di sviluppo sostenibile

SDG 3 Salute e benessere

All Science Journal Classification (ASJC) codes

Catalisi
Chimica Organica

Keywords

domino reactions
oxidative homocoupling
palladium
phenanthrenes

Accesso al documento

10.1002/adsc.202300550

Altri file e collegamenti

Cita questo

@article{3758179d39f54b7d9ff314de6a9d2837,

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

author = "A. Arcadi and G. Fabrizi and A. Goggiamani and Antonia Iazzetti and Federica Iavarone and F. Marrone and G. Mazzoccanti and A. Sferrazza",

year = "2023",

doi = "10.1002/adsc.202300550",

language = "English",

volume = "365",

pages = "3277--3283",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "19",

}

TY - JOUR

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

AU - Arcadi, A.

AU - Fabrizi, G.

AU - Goggiamani, A.

AU - Iazzetti, Antonia

AU - Iavarone, Federica

AU - Marrone, F.

AU - Mazzoccanti, G.

AU - Sferrazza, A.

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 - domino reactions

KW - oxidative homocoupling

KW - palladium

KW - phenanthrenes

KW - domino reactions

KW - oxidative homocoupling

KW - palladium

KW - phenanthrenes

UR - https://publicatt.unicatt.it/handle/10807/262260

UR - https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=85169027621&origin=inward

UR - https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85169027621&origin=inward

U2 - 10.1002/adsc.202300550

DO - 10.1002/adsc.202300550

M3 - Article

SN - 1615-4150

VL - 365

SP - 3277

EP - 3283

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 19

ER -

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

Abstract

OSS delle Nazioni Unite

All Science Journal Classification (ASJC) codes

Keywords

Accesso al documento

Altri file e collegamenti

Fingerprint

Cita questo