Details
| Original language | English |
|---|---|
| Pages (from-to) | 3781-3786 |
| Number of pages | 6 |
| Journal | Journal of Organic Chemistry |
| Volume | 88 |
| Issue number | 6 |
| Early online date | 23 Feb 2023 |
| Publication status | Published - 17 Mar 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 subject areas
- Chemistry(all)
- Organic Chemistry
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In: Journal of Organic Chemistry, Vol. 88, No. 6, 17.03.2023, p. 3781-3786.
Research output: Contribution to journal › Article › Research › 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 -