Construction of Axially Chiral Biaryl Sulfonamides by Palladium/Chiral Norbornene Cooperative Catalysis
Abstract Aryl sulfonamide scaffold is a privileged pharmacophore, and is prevalent in pharmaceuticals. Existing aryl sulfonamide‐based pharmaceuticals are either achiral or limited to central chirality, leaving the potential of axially chiral biaryl sulfonamides underexplored. Beyond therapeutic applications, these structures also serve as versatile chiral ligands and catalysts. However, their catalytic asymmetric synthesis remains challenging, with prior methods predominantly accessing N‐side axially chiral variants, while S‐side analogues are scarcely reported. To date, only one approach based on asymmetric Suzuki‐Miyaura cross‐coupling was reported by Tang and co‐workers. We herein report a highly efficient method for the enantioselective synthesis of axially chiral biaryl sulfonamides via palladium/chiral norbornene cooperative catalysis, exploiting readily available aryl iodides, bulky 2‐bromobenzenesulfonamides and olefins as the reactants. This approach demonstrates broad substrate scope, excellent enantioselectivities, step economy, and scalability.
Authors
- Qianghui Zhou (ORCID: https://orcid.org/0000-0002-8125-0380)
- Ziyang Cui
Institutions
- Wuhan University (CN)
- Ministry of Education (IR)
Publication Details
- Journal
- ChemCatChem
- Published
- 2025-04-27
- DOI
- https://doi.org/10.1002/cctc.202500560
- Citations
- 1
- Primary Topic
- Axial and Atropisomeric Chirality Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.94