Ru-Catalyzed Redox-Neutral Cleavage of the N-O Bond in Isoxazolidines: Isatogens to Pseudoindoxyls via a One-Pot [3+2]-Cycloaddition/N-O Cleavage

A novel metal-catalyzed oxygen atom transfer reaction onto olefins is reported. By taking isatogens as substrates, a one-pot [3 + 2]-cycloaddition of nitrone with olefins followed by the Ru-catalyzed redox-neutral N-O bond cleavage of intermediate isoxazolidine has been executed as a simple method for the synthesis of 2,2-disubstituted pseudoindoxyls.