Oxygenative Amidation of Metal Carbynoids via Pd-Catalyzed Three-Component Reaction of Alcohols, Imines, and α-Bromo Diazoacetates
A palladium-catalyzed oxygenative amidation of metal carbynoids via three-component reaction of α-bromo diazoacetates, alcohols, and imines is reported. This strategy enables the simultaneous formation of C═O and C-N bonds at the carbynoid center, affording a broad range of oxindole-derived oxalamides in good to high yields under mild conditions. Mechanistic studies confirm that the carbonyl oxygen originates from the alcohol. This efficient and versatile method expands the synthetic utility of metal carbynoids, with ongoing studies focus on its potential in biologically active molecule discovery.
Authors
- Xiaoyu Zhou (ORCID: https://orcid.org/0000-0002-9261-8208)
- Xiao-Yan Yang (ORCID: https://orcid.org/0000-0002-0957-759X)
- Yu Qian (ORCID: https://orcid.org/0000-0001-9742-3330)
- Kongxi Qiu
- Abdulla Yusuf (ORCID: https://orcid.org/0000-0002-0685-2381)
- Maoqing Shi
- Wenhao Hu (ORCID: https://orcid.org/0000-0001-8040-2760)
Institutions
- Sun Yat-sen University (CN)
- Drug Discovery Laboratory (Norway) (NO)
- Kashi University (CN)
- Taizhou University (CN)
- Xinjiang University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c02451
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Guangdong Province
- Special Project for Research and Development in Key areas of Guangdong Province
- Natural Science Foundation of Zhejiang Province