Metal dependence in gif-type reactions. The Cu(II)-catalyzed olefination of saturaed hydrocarbons by tert-butyl hydroperoxide

Article abstract of DOI:10.1016/S0040-4039(00)61621-0

Cycloalkanes are transformed into the corresponding cycloalkanes by treatment with tert-butyl hydroperoxide (TBHP) in pyridine/acetic acid solution in the presence of Cu(OAc)₂.H₂O. When iron salts are used instead of copper salts, the major reaction product is the corresponding ketone. Differences between the iron-catalyzed and the copper-catalyzed reactions support a metal-dependent reaction pathway.