Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 1745-1750 |
| Seitenumfang | 6 |
| Fachzeitschrift | Beilstein Journal of Organic Chemistry |
| Jahrgang | 9 |
| Publikationsstatus | Veröffentlicht - 26 Aug. 2013 |
Abstract
The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3 + 2]-cycloaddition with 1,3-dipolarophiles. When diisopropyl azodicarboxylate serves as the dipolarophile, 1,3,4-triazoles become directly accessible starting from the corresponding vinyl azide.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Organische Chemie
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in: Beilstein Journal of Organic Chemistry, Jahrgang 9, 26.08.2013, S. 1745-1750.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - [3 + 2]-Cycloadditions of nitrile ylides after photoactivion of vinyl azides under flow conditions
AU - Cludius-Brandt, Stephan
AU - Kupracz, Lukas
AU - Kirschning, Andreas
PY - 2013/8/26
Y1 - 2013/8/26
N2 - The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3 + 2]-cycloaddition with 1,3-dipolarophiles. When diisopropyl azodicarboxylate serves as the dipolarophile, 1,3,4-triazoles become directly accessible starting from the corresponding vinyl azide.
AB - The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3 + 2]-cycloaddition with 1,3-dipolarophiles. When diisopropyl azodicarboxylate serves as the dipolarophile, 1,3,4-triazoles become directly accessible starting from the corresponding vinyl azide.
KW - Azirines
KW - Cycloaddition
KW - Flow chemistry
KW - Flow reactors
KW - Inductive heating
KW - Nitrile ylides
KW - Photochemistry
KW - Vinyl azides
UR - http://www.scopus.com/inward/record.url?scp=84885063356&partnerID=8YFLogxK
U2 - 10.3762/bjoc.9.201
DO - 10.3762/bjoc.9.201
M3 - Article
AN - SCOPUS:84885063356
VL - 9
SP - 1745
EP - 1750
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -