Tandem acid-promoted intramolecular azide-hydrazone electrocyclization/hydrolysis approach for the synthesis of N-Aminotetrazoles

Авторы: Titenkova Kseniia Yu, Shaferov Alexander V., Larin Alexander A., Epishina Margarita A., Kulikov Alexander S., Ananyev Ivan V., Fershtat Leonid L.
Журнал: Tetrahedron
Том: 103
Год издания: 2022
Издательство: Pergamon Press Ltd.
Местоположение издательства: United Kingdom
Первая страница: 132563
DOI: 10.1016/j.tet.2021.132563
Аннотация: A general method for the synthesis of a series of previously unknown N-(heteroaryl)- and N-(aryl)aminotetrazoles through the tandem electrocyclization/hydrolysis of azidohydrazones was accomplished. The described protocol was suitable for a wide array of the target N-substituted aminotetrazoles which were prepared in good to high yields under smooth reaction conditions. Importantly, the presented approach is considered as a direct route to 1,2,5-oxadiazole-substituted aminotetrazole derivatives in good and high yields and may be realized on a gram scale. Therefore, facile synthesis of N-(heteroaryl)- and N-(aryl)aminotetrazoles unveils novel opportunities to study application prospectives of these compounds as functional materials or drug candidates.
Добавил в систему: Вологжанина Анна Владимировна

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