Synfacts 2007(9): 0930-0930  
DOI: 10.1055/s-2007-968894
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Direct Arylation of Aryl(azaaryl)methanes

Contributor(s): Timothy M. Swager, Koushik Venkatesan
T. Niwa, H. Yorimitsu*, K. Oshima*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
23 August 2007 (online)


The authors report a new repertoire of direct arylation of sp3 C-H bonds and direct arylation of diarylmethanes providing triarylmethanes. Treatment of chlorobenzene with 2-benzylpyrimidine in the presence of cesium hydroxide under PdCl2/tricyclohexylphosphine (PCy3) catalysis in refluxing xylene provided 2-(diphenylmethyl)pyrimidine in high yield. A variety of aryl chlorides underwent the arylation reaction. Unfortunately, attempted reactions of electron-deficient azaarylmethanes resulted in incomplete conversions.