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Nickel Chloride-Catalyzed Oxidation of Aromatic Hydrocarbon with Sodium Persulfate at the Benzylic Site
Received date: 2019-03-02
Revised date: 2019-04-18
Online published: 2019-04-26
A practical method for the oxidation of aromatic side chains was established for the preparation of aromatic aldehydes and ketones. Using NiCl2 as the catalyst, substituted toluenes were oxidized with Na2S2O8 at the benzylic site for the synthesis of the corresponding aldehydes in the yield of 22%~79%. Ethylbenzene analogs were oxidized more easily to obtain the corresponding ketones with 64%~84% yields. The oxidation of benzyl alcohol analogs was completed to acquire the corresponding carbonyl compounds in shorter time with better selectivity and yields. The method has the advantages such as the mild reaction conditions, no requirement for precious metals or additional promoter, and good selectivity.
Key words： oxidation; aromatic hydrocarbon; benzyl alcohol; nickel chloride; sodium persulfate
Liu Lice , Wu Jieqing , Ma Hongfei , Zhang Han , Gu Jiefan , Li Yufeng . Nickel Chloride-Catalyzed Oxidation of Aromatic Hydrocarbon with Sodium Persulfate at the Benzylic Site[J]. Chinese Journal of Organic Chemistry, 2019 , 39(6) : 1688 -1694 . DOI: 10.6023/cjoc201903003
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