Abstract
The oxidation of terminal olefins with palladium salts usually affords methyl ketones.1–3 However, in 1986 it was reported that aldehydes could be obtained using a catalyst comprising (CH3CN)2Pd(NO2)Cl and CuCl2 in t-butanol solvent, which was proposed to be bimetallic with the NO2 group intact.4 Our studies suggest that this catalyst is best described as a Wacker-like oxidation catalyst modified by an alkyl nitrite, and we report an improved version of this catalyst. Moreover, the application of our system to the oxidation of terminal olefins with allylic substituents has led to some insight as to the potential role of the copper co-catalyst in Wacker-like reactions.
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