Download PDF
Synfacts 2009(11): 1269-1269  
DOI: 10.1055/s-0029-1218049
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Zr-Mediated Synthesis of 1,2,4,5-Tetra-substituted Benzenes from Alkynes

Contributor(s): Paul Knochel, Andreas J. Wagner
S. Li, H. Qu, L. Zhou, K. Kanno, Q. Guo, B. Shen, T. Takahashi*
Hokkaido University, Sapporo, Japan and China University of Petroleum, Beijing, P. R. of China
Further Information

Publication History

Publication Date:
22 October 2009 (online)

    Permissions and Reprints

Significance

Cp2ZrBu2 is shown to react with two equivalents of TMS-substituted alkyne affording 2,5-bis(trimethylsilyl)-zirconacyclopentadienes. The latter then react in a Cu-mediated ­cycloaddition to disubstituted alkynes, giving rise with 1,2,4,5-tetrasubstituted benzene derivatives. Ester moieties are tolerated by the reaction conditions, and the yields of tetrasubstituted benzene are high.