一般描述

3-Methyl-2-oxindole (MOI) is a 3-substituted-2-oxindole. It is reported to be formed during the oxidation of indole-3-acetic acid in the presence of FeII under aerobic conditions. MOI undergoes asymmetric anti-Mannich-type reaction with N-tosyl aryl aldimines in the presence of alkaloid cinchona derivatives to form anti-3,3-disubsituted 2-oxindole derivatives. It also undergoes asymmetric hydroxyamination with nitrosoarenes to form N-nitroso aldol products.

應用

3-Methyl-2-oxindole may be used in the preparation of 3-hydroxy-3-methyl-2-oxindole. Reactant for enantioselective α-amination reactionsReactant for aldol reaction with glyoxal derivativesReactant for amine thiourea catalyzed conjugate addition to α,β-unsaturated aldehydesReactant for O-acetylation reactionsReactant for preparation of a disubstituted oxoindole by using rhodium-catalyzed cyclopropanation/ring-opening reactions