Transition-metal-free oxychlorination of alkenyl oximes: in situ generated radicals with tert-butyl nitrite
| Autor: | Mei-Mei Wang, Yan-Jun Zhuang, Zu-Feng Xiao, Xiaowei Zhang, Yan-Biao Kang |
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| Rok vydání: | 2016 |
| Předmět: |
In situ
Tert butyl 010405 organic chemistry Radical Organic Chemistry Oxychlorination chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Transition metal polycyclic compounds Chlorine Organic chemistry Physical and Theoretical Chemistry Nitrite |
| Zdroj: | Organic & Biomolecular Chemistry. 14:7275-7281 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c6ob01374k |
| Popis: | Oxychlorination of alkenyl oximes is harder compared to the analogous oxybromination or oxyiodination because of the difficulty associated with the formation of chlorine cations or radicals. A transition-metal-free oxychlorination of alkenyl oximes has been developed, using t-BuONO as a dual oxidant and AlCl3 as a chlorine source. This convenient and practical method has been used to construct chloroisoxazolines in moderate to good yields, whereas N-chlorosuccinimide (NCS) failed to promote this reaction. |
| Databáze: | OpenAIRE |
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