Oxidation of Benzylic Alcohols and Ethers to Carbonyl Derivatives by Nitric Acid in Dichloromethane
作者:Paolo Strazzolini、Antonio Runcio
DOI:10.1002/ejoc.200390090
日期:2003.2
Nitric acid in dichloromethane may be successfully employed for the oxidation of benzylic alcohols and ethers to the corresponding carbonyl compounds. The proposed method proved to be of general applicability, affording very good yields of aldehydes and ketones and showing interesting chemoselectivity in many instances, allowing competitive aromatic nitration to be avoided, as well as − in the case
二氯甲烷中的硝酸可成功用于将苄醇和醚氧化成相应的羰基化合物。所提出的方法被证明具有普遍适用性,醛和酮的收率非常好,并且在许多情况下显示出有趣的化学选择性,可以避免竞争性芳香硝化,以及 - 在醛的情况下 - 任何进一步氧化成羧酸. 该反应可能通过自由基机制进行,氧化过程中的活性物质是 NO2。在某些情况下观察到硝基酯的竞争性形成,而使用烯丙基和非苄基底物获得的结果不佳。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)