Oxaziridine-mediated amination of primary amines: scope and application to a one-pot pyrazole synthesis.
Electrophilic amination of primary aliphatic and aromatic amines is reported using a diethylketomalonate-derived oxaziridine to afford the corresponding N-Boc hydrazines in good to excellent yields. The method allows a one-pot synthesis of pyrazoles from primary amines. [Reaction: see text]
Armstrong
Alan
A
Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, U.K. a.armstrong@imperial.ac.uk
Jones
Lyn H
LH
Knight
Jamie D
JD
Kelsey
Richard D
RD
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D001388:Aziridines / Q000737:chemistry*; D006834:Hydrazines; D008958:Models, Molecular; D011720:Pyrazoles / Q000138:chemical synthesis*; D012997:Solvents
D000588:Amines; D001388:Aziridines; D006834:Hydrazines; D011720:Pyrazoles; D012997:Solvents