53278-22-1Relevant academic research and scientific papers
Oxidation of Indoles with Lead Tetra-acetate and Hydrolysis of 1,2-Disubstituted Indol-3-yl Acetates
Sukari, Mohamed A.,Vernon, John M.
, p. 2219 - 2224 (2007/10/02)
Oxidation of some 1,2-disubstituted indoles with lead tetra-acetate gives the corresponding 3-acetoxy derivatives.Similar oxidation of ethyl indole-2-carboxylate affords an acetoxylated 3,3'-bi-indolyl product; methyl 1-methylindol-3-yl acetate is acetoxylated at the benzylic position of the side-chain.Alkaline hydrolysis of 1,2-disubstituted indol-3-yl acetates is accompanied by autoxidation and rearrangement to give dioxindoles, but hydrolysis of 2-ethoxycarbonyl-1-methylindol-3-yl acetate gives N,N'-dimethyl derivatives of indigo and indirubin.
