Date of Completion
Oxidation, Indoles, Alcohols, Selectivity
A general procedure for the oxidation of primary alcohols to carboxylic acids, via an aldehyde intermediate, has been developed that supplements a general procedure for the oxidation of alcohols to either aldehydes or ketones. The mechanism of the oxidation of alcohols to generate aldehydes and ketones, as well as the oxidation reaction to generate acids, was explored in a series of relative rate studies. These studies have shown selectivity in the oxammonium cation oxidations, which was demonstrated by sequential, selective oxidation of a compound possessing two different primary alcohol functionalities.
The reactions of the oxammonium cation with nitrogen heterocycles, specifically indole and a few of its derivatives, was also briefly explored. Investigations were done in both aqueous and anhydrous conditions.
Qiu, Joseph, "Selective Oxidations of Alcohols and Indoles Using the Oxammonium Cation" (2011). Honors Scholar Theses. 177.