Synthesis of 9,10‐Dibenzoyl‐phenanthrene Derivatives Through a Palladium‐Catalyzed Domino Approach-Reference-Cited by-同舟云学术

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

Published:2023-08-29 Issue:19 Volume:365 Page:3277-3283
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Arcadi Antonio¹^ORCID,Fabrizi Giancarlo²,Goggiamani Antonella²,Iazzetti Antonia³⁴^ORCID,Iavarone Federica³⁴,Marrone Federico²,Mazzoccanti Giulia²,Sferrazza Alessio²⁵

Affiliation:

1. Dipartimento di Scienze Fisiche e Chimiche Università degli Studi di L'Aquila Via Vetoio 67100 Coppito (AQ) Italy

2. Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma P.le A. Moro 5 00185 Rome Italy

3. Dipartimento di Scienze Biotecnologiche di base Cliniche Intensivologiche e Perioperatorie Università Cattolica del Sacro Cuore L.go Francesco Vito 1 00168 Rome Italy

4. Policlinico Universitario 'A. Gemelli' Foundation-IRCCS Rome 00168 Italy

5. Alessio Sferrazza is currently a research scientist in IRBM S.p.A. Medicinal Chemistry Department 00071 Pomezia Roma Italy

Abstract

AbstractA 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.

Funder

Università Cattolica del Sacro Cuore

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202300550

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3. One-pot synthesis of dihydroquinolones by sequential reactions of o-aminobenzyl alcohol derivatives with Meldrum's acids

4. Synthesis of Polysubstituted 1,2-Dihydro-3H-pyrrolo[1,2-a]indol-3-ones through Domino Palladium-Catalyzed Reactions of Indol-2-ylmethyl Acetates with 1,3-Dicarbonyl Derivatives

5. 2-(Aminomethyl)-3-arylindoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols, Aryl Halides, and Amines: A Domino Palladium-Catalyzed Three-Component Approach