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Dokumente

900624

Sigma-Aldrich

Di-t-butyl oxaziridine

≥95%

Synonym(e):

Kurti oxaziridine

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About This Item

Empirische Formel (Hill-System):
C9H19NO
CAS-Nummer:
56741-77-6
Molekulargewicht:
157.25
UNSPSC-Code:
12352000
NACRES:
NA.22

Qualitätsniveau

100

Assay

≥95%

Form

liquid

Verfügbarkeit

available only in USA

Brechungsindex

n/D 1.4453

Dichte

0.90 g/mL

Lagertemp.

2-8°C

SMILES String

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

Anwendung

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.

Sonstige Hinweise

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

Piktogramme

Flame
GHS02

Signalwort

Danger

H-Sätze

H242

Gefahreneinstufungen

Self-react. C

Lagerklassenschlüssel

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flammpunkt (°F)

143.6 °F

Flammpunkt (°C)

62 °C

Analysenzertifikate (COA)

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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
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)
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

Verwandter Inhalt

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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