The rhodium(III)-catalyzed [3+2] CH cyclization of aniline derivatives and internal alkynes represents a useful contribution to straightforward synthesis of indoles. However, there is no report on the more challenging synthesis of pharmaceutically important N-hydroxyindoles and 3H-indole-N-oxides. Reported herein is the first rhodium(III)-catalyzed [4+1] CH oxidative cyclization of nitrones with diazo compounds to access 3H-indole-N-oxides. More significantly, this reaction proceeds at room temperature and has been extended to the synthesis of N-hydroxyindoles and N-hydroxyindolines.
Keywords: CH activation; cyclizations; diazo compounds; heterocycles; rhodium.
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