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900624

Sigma-Aldrich

Di-t-butyl oxaziridine

≥95%

Synonyme(s) :

Kurti oxaziridine

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About This Item

Formule empirique (notation de Hill):
C9H19NO
Numéro CAS:
56741-77-6
Poids moléculaire :
157.25
Code UNSPSC :
12352000
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

≥95%

Forme

liquid

Disponibilité

available only in USA

Indice de réfraction

n/D 1.4453

Densité

0.90 g/mL

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)(C)C1(NO1)C(C)(C)C

Application

This oxaziridine has been used in synthetic methods for amination, heteroatom transfer, and C-H functionalization. Recently, the lab of Laszlo Kurti demonstrated its application for direct electrophilic primary and secondary amination of arylmetals in the presence of Cu(I) salts -- void of precious metal catalysts, ligands, protecting groups, or directing groups.

Autres remarques

Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Diverse sp3 C-H functionalization through alcohol β-sulfonyloxylation

Pictogrammes

Flame
GHS02

Mention d'avertissement

Danger

Mentions de danger

H242

Classification des risques

Self-react. C

Code de la classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

143.6 °F

Point d'éclair (°C)

62 °C

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Consulter la Bibliothèque de documents

Zhe Zhou et al.
Journal of the American Chemical Society, 139(1), 115-118 (2016-12-23)
Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl- as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or directing
Yan Xu et al.
Nature chemistry, 7(10), 829-834 (2015-09-24)
Site-selective C-H functionalization has emerged as an attractive tool for derivatizing complex synthetic intermediates, but its use for late-stage diversification is limited by the functional groups that can be introduced, especially at unactivated sp(3)-hybridized positions. To overcome this, we introduce
Hongyin Gao et al.
Nature chemistry, 9(7), 681-688 (2017-06-24)
Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has
Synthesis of Alkoxylamines by Alkoxide Amination with 3,3'-Di-tert-butyloxaziridine.
Ingrid C. Choong et al.
The Journal of organic chemistry, 64(18), 6528-6529 (2001-10-25)

Contenu apparenté

Kürti Group – Professor Product Portal

Amines and their derivatives are ubiquitous substances since they make up the overwhelming majority of drug molecules, agrochemicals as well as many compounds that are produced by plants and living organisms (i.e., natural products).

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