Direct, Convergent α-Amidation of β-Keto Esters via Nickelocene Catalysis
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1.
California Institute of Technology
Abstract
α-Amidation of carbonyl-containing compounds without prefunctionalization of starting materials represents a continuing challenge within the scientific community. Here, nickelocene is used catalytically to effect an amidation of β-keto esters. Broad substrate tolerance on both coupling partners is achieved, enabling the application toward a convergent synthetic strategy. Initial mechanistic investigations suggest complex activation pathways.
Copyright and License
© 2025 American Chemical Society.
Supplemental Material
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Experimental procedures and spectroscopic data (PDF)
Acknowledgement
The National Institutes of Health (NIH)–National Institute of General Medical Sciences (NIGMS) (R35GM145239), Heritage Medical Research Investigators Program, and Caltech are thanked for the support of our research program. The authors also thank Dr. David VanderVelde (Caltech) for his NMR expertise, Dr. Scott C. Virgil (Caltech) for his instrumentation support, and Jay Barbor (Caltech) for helpful discussions. Kimberly R. Sharp and Sara Y. Siddiqui thank the National Science Foundation (NSF) Graduate Research Fellowship Program (GRFP) for funding.
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Additional details
- National Science Foundation Graduate Research Fellowship Program
- National Institute of General Medical Sciences
- R35GM145239
- Heritage Medical Research Investigators Program
- Available
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2025-06-05In press
- Caltech groups
- Division of Chemistry and Chemical Engineering (CCE)
- Publication Status
- In Press