Enantioselective Iridium-Catalyzed C–H Bond Alkylation for the Synthesis of N–N Atropisomeric Phosphines
Abstract
Over the past few decades, atropisomeric biaryl phosphines have emerged as privileged scaffolds in the design of chiral ligands, bioactive molecules, and drug candidates. However, despite their considerable potential, the enantioselective synthesis of N-N atropisomeric phosphines remains underdeveloped. Herein, we report an iridium-catalyzed, enantioselective C-H alkylation for constructing N-N atropisomeric monophosphines, employing a phosphine(III) group as a directing motif. This method enables ready access to a diverse range of N-N-linked indole-pyrrole and indole-indole frameworks with up to 98% ee. Furthermore, the utility of this approach is demonstrated through a series of synthetic transformations and catalytic applications.
Fields of Study & Subjects
Axial and Atropisomeric Chirality Synthesis
Catalytic C–H Functionalization Methods
Asymmetric Hydrogenation and Catalysis
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 15
- Pages
- 15838–15847
- Publication date
- 7 April 2026
- Language
- EN