Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate
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- 作者：Kristyna Burglova ; Sergei Okorochenkov ; Milos Budesinsky and Jan Hlavac
- 刊名：European Journal of Organic Chemistry
- 出版年：2017
- 出版时间：January 10, 2017
- 年：2017
- 卷：2017
- 期：2
- 页码：389-396
- 全文大小：1289K
- ISSN：1099-0690
文摘
The reactions of hydrazones, derived from various aromatic aldehydes bound to Rink resin and hydrazines, with trimethylsilanolate have been studied. In this process, the aldehydes were oxidized to the corresponding carboxylic acids. The reaction was also tested with success in solution, with various aromatic aldehydes easily being oxidized in one pot via hydrazone formation and trimethylsilanolate treatment. A mechanism for the hydrazone cleavage is proposed. The reaction may be used as an alternative method for aldehyde oxidation with the selectivity complementary to that of currently used reactions.