Title

Catalytic C−H/C−F Coupling of Azoles and Acyl Fluorides.

Authors

Ogiwara, Yohei; Iino, Yurika; Sakai, Norio

Abstract

A method for the palladium/copper‐catalyzed direct acylation of azoles with acyl fluorides is described. This study reports the first examples of acyl fluorides being used as acylation reagents in transition‐metal‐catalyzed aromatic C−H bond functionalization reactions. Depending on the reaction temperature, decarbonylative coupling may also occur. Mechanistic studies suggest that the cleavage of the aromatic C−H bond, promoted by a copper‐phosphine species, is not the rate‐limiting step of this acylation.

Subjects

AZOLES; FLUORIDES; ACYLATION; PALLADIUM; HOMOGENEOUS catalysis

Publication

Chemistry - A European Journal, 2019, Vol 25, Issue 26, p6513

ISSN

0947-6539

Publication type

Academic Journal

DOI

10.1002/chem.201901219