Journal
CHEMICAL SCIENCE
Volume 7, Issue 3, Pages 1786-1790Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc04237b
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Funding
- National Natural Science Foundation of China [21402197, 21502190]
- Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
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Gem-aminofluorination of diazocarbonyl compounds has been achieved for the first time. This reaction proceeds under mild conditions and does not require any transition-metal promoter or catalyst. Treatment of diazoesters with N-fluorobenzenesulfonimide (NFSI), which serves as both a fluorine and nitrogen source, results in the facile construction of C-N and C-F bonds, providing aminofluorination products in moderate to excellent yields. Kinetic studies and DFT calculations have provided valuable insight into the potential mechanism for this novel N-F bond insertion.
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