Journal
ORGANIC LETTERS
Volume 24, Issue 45, Pages 8316-8321Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03283
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- French Agence Nationale de la Recherche (ANR) [ANR-20-CE07-0004]
- CNRS
- Universite de Strasbourg
- Universite Lyon 1
- CPE-Lyon
- French Ministry of Higher Education, Research and Innovation
- French Fluorine Network (GIS-Fluor)
- Agence Nationale de la Recherche (ANR) [ANR-20-CE07-0004] Funding Source: Agence Nationale de la Recherche (ANR)
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In this study, we report the in situ generation of a novel intermediate, difluoromethoxylated ketenimines, obtained from the corresponding oxime through a Beckmann rearrangement. The reactivity potential of this intermediate is demonstrated as it easily undergoes addition reactions with various nucleophiles. The broad applicability of this transformation leads to a chemical library of original molecules bearing -OCHF2, an Emergent Fluorinated Group (EFG).
We report herein the in situ generation of difluoromethoxylated ketenimines. This novel intermediate is readily obtained from the corresponding oxime through a Beckmann rearrangement. The reactivity potential of this species is demonstrated as it easily undergoes addition of various nucleophiles, with a great modularity of the starting oxime. The broad applicability of this transformation leads to a chemical library of original molecules bearing -OCHF2, an Emergent Fluorinated Group (EFG).
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