Mild Copper-Mediated Direct Oxidative Cross-Coupling of 1,3,4-Oxadiazoles with Polyfluoroarenes by Using Dioxygen as Oxidant
Liang-Hua Zou, Jakob Mottweiler, Daniel L Priebbenow, Jun Wang, Jan Alexander Stubenrauch, Carsten Bolm
Chemistry - A European Journal | WILEY-V C H VERLAG GMBH | Published : 2013
CH(3)CN and O(2) do the trick! A copper-mediated direct oxidative cross-coupling of 2-(het)aryl-1,3,4-oxadiazoles with polyhaloarenes under mild reaction conditions has been developed (see scheme). The process provides a concise access to biaryl structures containing polyhaloarenes, which are of interest in the fields of pharmaceuticals and functional materials. Acetonitrile and oxygen play crucial roles.
This work was supported by the Fonds der Chemischen Industrie. L.-H.Z. and J.M. thank the Chinese Scholarship Council (CSC) and the NRW Graduate School BrenaRo, respectively, for predoctoral stipends. D.L.P. and J.W. are thankful to the Alexander von Humboldt Foundation for postdoctoral fellowships.