Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions

Авторы: Antonova Yulia A., Nelyubina Yulia V., Ioffe Sema L., Sukhorukov Alexey Yu, Tabolin Andrey A.
Журнал: Advanced Synthesis and Catalysis
Том: 364
Номер: 15
Год издания: 2022
Издательство: John Wiley & Sons Ltd.
Местоположение издательства: United Kingdom
Первая страница: 2606
Последняя страница: 2612
DOI: 10.1002/adsc.202200420
Аннотация: Acylation of nitroalkylmalonates was found to yield substituted isoxazoline derivatives. This redox-neutral transformation has a wide substrate scope and produces target products with yields up to 92%. Various substituents (aryl, alkyl, and ester) at the C3 and C4 positions of the resulting isoxazolines were also tolerated. A quick assembly of the isoxazoline ring starting from nitroalkenes and malonates was successfully developed. Control experiments showed that the intramolecular ring closure is the most likely key mechanistic step. Subsequent transformations into pyrrolidine and furane derivatives demonstrated the synthetic utility of the obtained products.
Добавил в систему: Антонова Юлия Алексеевна

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