![Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure](https://static.chemtradehub.com/structs/253/253196-37-1-8450.webp "Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure")
Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate
CAS Number:
253196-37-1
Molecular Formula:
C12H18N2O5
NFSI-participated intermolecular aminoazidation of alkene through iron catalysis
Literature Information
Publication Date
2018-04-11
DOI
10.1039/C8OB00699G
Impact Factor
3.876
Authors
Bowen Lei, Xiaojiao Wang, Lifang Ma, Yan Li, Ziyuan Li
View Original
Abstract
An iron-catalysed intermolecular vicinal aminoazidation of alkenes, using N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl azide (TMSN3) as the imidating and azidating reagents, respectively, is described, which could potentially provide a valuable route toward diverse vicinal diamine derivatives of great significance in medicinal chemistry and organic synthesis. Such iron-catalysed aminative bisfunctionalization of alkenes with NFSI has not been reported yet. Comparing to previously employed copper or palladium catalysts, the iron catalyst, FeCl2, was demonstrated to be a good alternative for its comparable efficiency and broad alkene scope. Preliminary mechanistic study suggested that this iron-catalysed reaction is realized through radical processes.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
![(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate structure](https://static.chemtradehub.com/structs/429/4294-25-1-0842.webp "(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate structure")
(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate
CAS Number:
4294-25-1
Molecular Formula:
C17H25N3O4
3-(3-Carboxyphenyl)-5-(trifluoromethyl)benzoic acid
CAS Number:
1261930-96-4
Molecular Formula:
C15H9F3O4
![9-Ethyl-3-{(E)-[ethyl(2-methylphenyl)hydrazono]methyl}-9H-carbazole structure](https://static.chemtradehub.com/structs/127/1274948-12-7-301f.webp "9-Ethyl-3-{(E)-[ethyl(2-methylphenyl)hydrazono]methyl}-9H-carbazole structure")
9-Ethyl-3-{(E)-[ethyl(2-methylphenyl)hydrazono]methyl}-9H-carbazole
CAS Number:
1274948-12-7
Molecular Formula:
C24H25N3
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