N-trifluormethylcarbonyl compounds and methods for their synthesis
AssigneeRheinisch-Westfälische Technische Hochschule (RWTH) Aachen
InventorsFranziska SCHOENEBECK, Thomas SCATTOLIN
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Abstract
The present invention relates to the synthesis of N-trifluoromethylcarbonyl compounds starting from isothiocyanates, which can be converted into N-trifluoromethylcarbamoyl fluorides or similar compounds, which later on can be derivatized further to amides, ureas, carbamates, thiocarbamates and selenocarbamates.
Claims13
A method for the synthesis of N-trifluoromcthylcarbonyl compounds having the structure R—N(CF3)CO—LG, whereby R is an organic moiety and LG is a leaving group, from isothiocyanates R—NCS, comprising the step of
- a) contacting the isothiocyanate R—NCS with AgF and an electrophilic C1-compound where the carbon is in the formal oxidation state (+IV).
A method for the synthesis of N-trifluoromcthyl amides comprising the step of contacting a compound R—N(CF3)CO-LG, whereby R is an organic moiety and LG is a leaving group, with an organometallic compound.
A method for the synthesis of N-trifluoromcthyl ureas, N-trifluoromcthyl carbamates, N-trifluoromcthyl thiocarbamates and/or N-trifluoromcthyl selenocarbamates comprising the step of contacting a compound R—N(CF3)CO— LG, whereby R is an organic moeity and LG is a leaving group, with an amine, alcohol, thiol or selenol.
Compounds of the structure R—N(CF3)—CO—X—R′ with R and R′ being organic moieties and X being S, O or Se.
Dependencies are inferred from the claim text.