Shaikh Tanveer Mahammad Ali, Emmanuvel Lourdusamy, Sudalai Arumugam
Chemical Engineering & Process Development Division, National Chemical Laboratory, Pashan Road, Pune, India 411008.
J Org Chem. 2006 Jun 23;71(13):5043-6. doi: 10.1021/jo0606305.
A new transition-metal-free, sodium metaperiodate (NaIO4)-mediated direct oxidation of methylarenes and benzylic bromides to the corresponding aromatic carboxylic acids is described. Under the same reaction conditions, benzylic alcohols are selectively oxidized to afford the corresponding aldehydes in good yields without undergoing overoxidation. Unprecedentedly, oxidation of benzyl bromide, toluene, or benzyl alcohol with NaIO4 underwent nuclear bromination followed by oxidation to give 4-bromobenzoic acid in 60-79% yields.
描述了一种新型的无过渡金属、由偏高碘酸钠（NaIO₄）介导的将甲基芳烃和苄基溴直接氧化为相应芳香羧酸的方法。在相同的反应条件下，苄醇被选择性氧化，以良好的产率得到相应的醛，且不会发生过度氧化。前所未有的是，用NaIO₄氧化苄基溴、甲苯或苄醇时，会先进行核溴化，然后氧化得到产率为60 - 79%的4 - 溴苯甲酸。
