| Autor: |
Liudmila L. Rodina, Xenia V. Azarova, Jury J. Medvedev, Dmitrij V. Semenok, Valerij A. Nikolaev |
| Jazyk: |
angličtina |
| Rok vydání: |
2018 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 14, Iss 1, Pp 2250-2258 (2018) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.14.200 |
| Popis: |
The sensitized photoexcitation of 2-diazocyclopentane-1,3-diones in the presence of THF leads to the insertion of the terminal N-atom of the diazo group into the α-С–Н bond of THF, producing the associated N-alkylhydrazones in yields of up to 63–71%. Further irradiation of hydrazones derived from furan-fused tricyclic diazocyclopentanediones culminates in the cycloelimination of furans to yield 2-N-(alkyl)hydrazone of cyclopentene-1,2,3-trione. By contrast, the direct photolysis of carbocyclic diazodiketones gives only Wolff rearrangement products with up to 90–97% yield. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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