Organophotoredox Pd‐Catalyzed C−H Arylation at Room Temperature using Diaryliodonium Salts
Abstract Direct functionalization of C−H bonds is the most expeditious strategy to build complexity into organic molecules. Unfortunately, most Pd‐catalyzed C−H arylation strategies require high temperatures and/or stoichiometric oxidants. The discovery of metallaphotoredox C−H arylation in 2011 forged a new approach to achieve metal catalyzed C−H arylation at room temperature. Since this discovery, most reports still use explosive diazonium salts as aryl radical precursors. Alternatively, a single report uses bench‐stable diaryliodonium salts, albeit with an Ir‐based photocatalyst. In this study, we develop an organophotoredox manifold that enables Pd‐catalyzed C−H arylation of numerous N ‐aryl amide substrates. The results we present are expected to revitalize the use of diaryliodonium salts to achieve room temperature arylations of wide‐ranging classes of C−H bonds.
Authors
- Christopher Bennett (ORCID: https://orcid.org/0009-0007-1172-4388)
- Nicholas McDonald (ORCID: https://orcid.org/0009-0008-4321-8049)
- Erik A. Romero (ORCID: https://orcid.org/0000-0002-5155-1684)
- Amin A. Siddiqui (ORCID: https://orcid.org/0009-0004-5305-2418)
Institutions
- University of California San Diego (US)
Publication Details
- Journal
- ChemPhotoChem
- Published
- 2024-10-24
- DOI
- https://doi.org/10.1002/cptc.202400285
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00