Organic Chemistry Laboratory, Nagoya University

Takahiro N. Uehara, Junichiro Yamaguchi and Kenichiro Itami Asian J. Org. Chem. 2013 DOI: 10.1002/ajoc.201300172

(Dedicated to Professor Teruaki Mukaiyama on the occasion of the 40th anniversary of the Mukaiyama aldol reaction.)

C–H and C–N Arylation

A C4-selective C–H arylation of 2-aminothiazoles with arylboronic acids takes place under the influence of Pd(OAc)2/phen/TEMPO/LiBF4 in air. During this study, a Pd-catalyzed C–N cleavage/arylation of 2-aminobenzothiazoles with arylboronic acids has been discovered. bipy=2,2-bipyridyl; TEMPO=2,2,6,6-tetramethylpiperidin-1-oxyl.