Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 3781-3786 |
| Seitenumfang | 6 |
| Fachzeitschrift | Journal of Organic Chemistry |
| Jahrgang | 88 |
| Ausgabenummer | 6 |
| Frühes Online-Datum | 23 Feb. 2023 |
| Publikationsstatus | Veröffentlicht - 17 März 2023 |
Abstract
The formation of bromine azide from the bisazidobromate(I) anion or alternatively from Zhdankin’s reagent, using a phosphonium bromide salt as a common starting point, is reported. After homolytic cleavage in the presence of alkenes or alcohols either 1,2-functionalization or alternatively the selective oxidation of secondary alcohols in the presence of primary alcohols occur. The scopes and limitations of the use of BrN3 are covered.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Organische Chemie
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in: Journal of Organic Chemistry, Jahrgang 88, Nr. 6, 17.03.2023, S. 3781-3786.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Taming Bromine Azide for Use in Organic Solvents
T2 - Radical Bromoazidations and Alcohol Oxidations
AU - Schulz, Göran
AU - George, Vincent
AU - Taser, Daghan
AU - Kirschning, Andreas
N1 - Funding Information: We thank Dr. Janina Meyer and Jan Kefurt for their expert assistance in the synthesis. We are grateful to Dr. Gerald Dräger (Leibniz University Hannover) for the X-ray crystallographic analysis and Dr. Jörg Fohrer (Technical University Darmstadt) for his assistance in the structural elucidation of selected products.
PY - 2023/3/17
Y1 - 2023/3/17
N2 - The formation of bromine azide from the bisazidobromate(I) anion or alternatively from Zhdankin’s reagent, using a phosphonium bromide salt as a common starting point, is reported. After homolytic cleavage in the presence of alkenes or alcohols either 1,2-functionalization or alternatively the selective oxidation of secondary alcohols in the presence of primary alcohols occur. The scopes and limitations of the use of BrN3 are covered.
AB - The formation of bromine azide from the bisazidobromate(I) anion or alternatively from Zhdankin’s reagent, using a phosphonium bromide salt as a common starting point, is reported. After homolytic cleavage in the presence of alkenes or alcohols either 1,2-functionalization or alternatively the selective oxidation of secondary alcohols in the presence of primary alcohols occur. The scopes and limitations of the use of BrN3 are covered.
UR - http://www.scopus.com/inward/record.url?scp=85149051882&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.2c03012
DO - 10.1021/acs.joc.2c03012
M3 - Article
AN - SCOPUS:85149051882
VL - 88
SP - 3781
EP - 3786
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 6
ER -