Ligand-free Pd-catalyzed and copper-assisted C-H arylation of quinazolin-4-ones with aryl iodides under microwave heating

Sylvain Laclef; Marine Harari; Julien Godeau; Isabelle Schmitz-Afonso; Laurent Bischoff; Christophe Hoarau; Vincent Levacher; Corinne Fruit; Thierry Besson

doi:10.1021/acs.orglett.5b00467

Ligand-free Pd-catalyzed and copper-assisted C-H arylation of quinazolin-4-ones with aryl iodides under microwave heating

Org Lett. 2015 Apr 3;17(7):1700-3. doi: 10.1021/acs.orglett.5b00467. Epub 2015 Mar 17.

Authors

Sylvain Laclef¹, Marine Harari¹, Julien Godeau¹, Isabelle Schmitz-Afonso¹, Laurent Bischoff¹, Christophe Hoarau¹, Vincent Levacher¹, Corinne Fruit¹, Thierry Besson¹

Affiliation

¹ Normandie Univ, COBRA, UMR 6014 et FR 3038; Univ Rouen; INSA Rouen; CNRS, IRCOF, 1 rue Tesnière, 76821 Mont Saint Aignan Cedex, France.

PMID: 25781369
DOI: 10.1021/acs.orglett.5b00467

Abstract

A microwave-assisted method for the palladium-catalyzed direct arylation of quinazolin-4-one has been developed under copper-assistance. This method is applicable to a wide range of aryl iodides and substituted (2H)-quinazolin-4-ones. This protocol provides a simple and efficient way to synthesize biologically relevant 2-arylquinazolin-4-one backbones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Copper / chemistry*
Hydrogen Bonding
Iodides / chemistry*
Microwaves
Molecular Structure
Palladium / chemistry*
Quinazolinones / chemistry*

Substances

Iodides
Quinazolinones
Palladium
Copper