Palladium (II)-catalyzed oxidation of alcohols to aldehydes and ketones by molecular oxygen

T Nishimura, T Onoue, K Ohe…

Index: Nishimura, Takahiro; Onoue, Tomoaki; Ohe, Kouichi; Uemura, Sakae Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6750 - 6755

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Citation Number: 420

Abstract

A novel combination of Pd (OAc) 2/pyridine/MS3A catalyzes the aerobic oxidation in toluene of a variety of primary and secondary alcohols into the corresponding aldehydes and ketones in high yields. Various substituents and protecting groups are compatible with this oxidation. The ca. 2: 3 ratio of O2 uptake to product yield is observed, whereas in the absence of MS3A, the ratio is ca. 1: 1, suggesting the in situ formation of H2O2 and its ...