Photocatalytic Decarboxylative Cross-Coupling of α,β-Unsaturated Acids with Amines for α-Ketoamides via C–N Bond Formation
An unprecedented oxidative decarboxylative chemical domain of α,β-unsaturated acids and amines for C-N cross-coupled α-ketoamidation is disclosed. Molecular oxygen as a source oxygen in amide and water oxygen in the ketone segment furnished a green and sustainable synthesis of α-ketoamide from feedstock acids and amines. Mechanistically, photocatalyst travels with reductive quenching cycle, whereas pallado-cycle proceeded through oxidative C-N bond formation. Broad substrate scope, functional group tolerance, and CO<sub>2</sub> and H<sub>2</sub>O as traceless byproducts make the present methodology more efficient and attractive.
Authors
- Subal Mondal
- Pradyut Ghosh (ORCID: https://orcid.org/0000-0002-5503-6428)
- Siba P. Midya (ORCID: https://orcid.org/0000-0002-4397-0811)
- Suman Das (ORCID: https://orcid.org/0000-0001-5682-9334)
- Soumya Mondal (ORCID: https://orcid.org/0009-0007-1846-2632)
Institutions
- Indian Association for the Cultivation of Science (IN)
- Jadavpur University (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-05
- DOI
- https://doi.org/10.1021/acs.joc.4c02036
- Citations
- 6
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.50
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Council of Scientific and Industrial Research, India
- Science and Engineering Research Board