| De Kimpe aziridine synthesis | |
|---|---|
| Named after | Norbert De Kimpe |
| Reaction type | Ring forming reaction |
| Identifiers | |
| Organic Chemistry Portal | de-kimpe-aziridine-synthesis |
TheDe Kimpe aziridine synthesis is aname reaction oforganic chemistry, for the generation ofaziridines by the reaction ofα-chloroimines with nucleophiles such ashydride,[1]cyanide, orGrignard reagents.[2][3]
The De Kimpe aziridine synthesis is suitable for both aldimines and ketimines, particularly those with two alkyl substituents on the α-carbon (Thorpe-Ingold effect).[4]
The nucleophile attacks the imino carbon atom, forming a tetrahedral intermediate. The intermediate then undergoes an intramolecular nucleophilic substitution, with the negatively charged nitrogen atom attacking the α-carbon and having the chloride anion as the leaving group.
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