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Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazinesстатья
Статья опубликована в высокорейтинговом журнале
Статья опубликована в журнале из списка Web of Science и/или Scopus- Авторы: Malykhin Roman S., Kokuev Aleksandr O., Dorokhov Valentin S., Nelyubina Yulia V., Tartakovsky Vladimir A., Tabolin Andrey A., Ioffe Sema L., Sukhorukov Alexey Yu
- Журнал: Journal of Organic Chemistry
- Год издания: 2019
- Издательство: American Chemical Society
- Местоположение издательства: United States
- DOI: 10.1021/acs.joc.9b02010
- Аннотация: In the article, comprehensive studies on the nucleophilic chlorination and bromination of readily available six-membered cyclic nitronates (1,2-oxazine-N-oxides) are reported. Under optimized conditions (POCl3 or (COBr)2 with Hünig’s base), 3-halo-substituted 1,2-oxazines, which are difficult to access by other routes, were obtained in good to high yields. The latter were shown to be convenient precursors to other 3-substituted 1,2-oxazine derivatives using Lewis/Brønsted acid-assisted substitution of the halide atom for C-, S- and N-nucleophiles.
- Добавил в систему: Сухоруков Алексей Юрьевич