Rh(III)-Catalyzed C-H Annulation of N-Nitrosoanilines with Iodonium Ylides for the Synthesis of N-Alkyl Indoles

A novel protocol for synthesizing N-alkylindolesfrom readily available N-nitrosoanilines and iodoniumylides through the rhodium-(III)-catalyzed C-H bond activation/intramolecularcyclization reaction has been described. This strategy employs nitrosoas a traceless directing group. The transformation features powerfulreactivity, tolerates various functional groups, and proceeds withmoderate yields under mild reaction conditions, providing a straightforwardapproach to access structurally diverse and valuable N-alkyl indole derivatives.

Automated summary

A novel protocol for synthesizing N-alkylindoles using readily available N-nitrosoanilines and iodoniumylides through the rhodium-(III)-catalyzed C-H bond activation/intramolecular cyclization reaction has been described. This strategy employs nitroso as a traceless directing group. The transformation shows powerful reactivity, tolerates various functional groups, and proceeds with moderate yields under mild reaction conditions, providing a straightforward approach to access structurally diverse and valuable N-alkyl indole derivatives.