Organic Chemistry Portal

Abstracts

Search:

Palladium Catalyzed Monoselective α-Arylation of Sulfones and Sulfonamides with 2,2,6,6-Tetramethylpiperidine·ZnCl·LiCl Base and Aryl Bromides

Thomas Knauber* and Joseph Tucker

*Worldwide Medicinal Chemistry, Pfizer Worldwide Research and Development, Groton, Connecticut 06340, United States, Email: thomas.knauberpfizer.com

T. Knauber, J. Tucker, J. Org. Chem., 2016, 81, 5636-5648.

DOI: 10.1021/acs.joc.6b01062 (free Supporting Information)


see article for more reactions

Abstract

In a palladium catalyzed Negishi-type α-arylation of sulfones and sulfonamides with a broad range of aryl bromides, the substrates are selectively metalated in situ with tmp·ZnCl·LiCl base and cross-coupled in the presence of a catalyst system that is generated from Pd(dba)2 and XPhos.

see article for more examples



Key Words

α-arylation, sulfones, microwave synthesis


ID: J42-Y2016