Formation of stable solvent-trapped carbonyl oxides from the ozonolysis of indole derivatives

Abstract

Ozonolyses of ethyl indole-2-carboxylate (1a) and ethyl 1-methylindole-2-carboxylate (1b) in participating solvent, methanol, afforded alpha-methoxyhydroperoxides 7a and 7b in 90% and 89% yields, respectively, which are the first isolated solvent-trapped carbonyl oxides from ozonolysis of indole derivatives.