The dual roles of oxodiperoxovanadate both as a nucleophile and an oxidant in the green oxidation of benzyl alcohols or benzyl halides to aldehydes and ketones

…, P Zheng, J Li, H Zhang, Y Cui, Q Shao…

Index: Li, Chunbao; Zheng, Pengwu; Li, Jie; Zhang, Hang; Cui, Yi; Shao, Qiyun; Ji, Xiujie; Zhang, Jian; Zhao, Pengying; Xu, Yanli Angewandte Chemie - International Edition, 2003 , vol. 42, # 41 p. 5063 - 5066

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Citation Number: 56

Abstract

Sulfoxides and tertiary amine oxides have similar structures in that the oxygen atom is partially negatively charged. Both can react as a nucleophilic oxidant toward halides, which are converted into aldehydes or ketones. Recently, we found that dimethylsulfoxide (DMSO) is capable of oxidizing benzyl alcohols to benzaldehydes in high yields when catalyzed by acid. DMSO is believed to function as a nucleophilic oxidant.[1] Traditionally, Mn+ 4, Mn+ ...