Divergent C–C and C–N Cross-Coupling of Aryl Halides with Formamide via Photoredox/Nickel Dual Catalysis
A photocatalyst-tuned, Ni-catalyzed system enables switchable C-C or C-N coupling of aryl halides with formamide, directly synthesizing unprotected benzamides or <i>N</i>-arylformamides. Selectivity is governed by PC/base pairs. Benzophenone/K<sub>2</sub>HPO<sub>4</sub> affords C-C-coupled benzamides, while thioxanthone TXO/NaHCO<sub>3</sub> yields C-N-coupled <i>N</i>-arylformamides. This atom-economical method exhibits a broad scope and excellent regioselectivity, providing a sustainable platform for synthesizing unprotected benzamides and <i>N</i>-arylformamides as valuable building blocks in organic synthesis.
Authors
- Jun Xu (ORCID: https://orcid.org/0000-0002-2985-6609)
- Ning Deng (ORCID: https://orcid.org/0000-0001-7658-9323)
- Jing Dong (ORCID: https://orcid.org/0000-0002-7304-8430)
- Hua‐Jian Xu (ORCID: https://orcid.org/0000-0002-0789-3484)
- Jie Zhou (ORCID: https://orcid.org/0000-0001-6508-8478)
- Qi Zhang (ORCID: https://orcid.org/0000-0001-6340-0130)
- Yan Chen (ORCID: https://orcid.org/0000-0002-5130-8545)
- Xiao Shen (ORCID: https://orcid.org/0000-0001-5265-5162)
- Xiangli Guo (ORCID: https://orcid.org/0009-0008-6321-7692)
Institutions
- Hefei University of Technology (CN)
- Hefei University (CN)
- Biological E (India) (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c02853
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Hefei University
- Fundamental Research Funds for the Central Universities