Ozonation of benzotetrazine 1,3-dioxides. Facile synthesis of di(methoxycarbonyl)-1,2,3,4-tetrazine 1,3-dioxide

Ozonation of benzotetrazine 1,3-dioxides. Facile synthesis of di(methoxycarbonyl)-1,2,3,4-tetrazine 1,3-dioxide Научная публикация

Журнал

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Вых. Данные

Год: 2015, Том: 56, Номер: 40, Страницы: 5437-5440 Страниц : 4 DOI: 10.1016/j.tetlet.2015.08.009

Авторы

Klenov Michael S. ¹ , Churakov Aleksandr M. ¹ , Strelenko Yurii A. ¹ , Ananyev Ivan V. ² , Lyssenko Konstantin A. ² , Tartakovsky Vladimir A. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russian Federation
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., 119991 Moscow, Russian Federation

A new method for the synthesis of non-annulated 1,2,3,4-tetrazine-1,3-dioxides, proceeding via ozonation of benzotetrazine 1,3-dioxides bearing electron-donating substituents, followed by treatment with MeOH/HCl has been developed. Dimethyl 1,2,3,4-tetrazine-5,6-dicarboxylate 1,3-dioxide (4), methyl 5-(1,1-dichloro-2-ethoxy-2-oxoethyl)-1,2,3,4-tetrazine-6-carboxylate 1,3-dioxide (5) and methyl 6-formyl-1,2,3,4-tetrazine-5-carboxylate 1,3-dioxide (6) were prepared and the structures of tetrazines 4 and 5 were confirmed by X-ray diffraction analysis.

Klenov M.S. , Churakov A.M. , Strelenko Y.A. , Ananyev I.V. , Lyssenko K.A. , Tartakovsky V.A.
Ozonation of benzotetrazine 1,3-dioxides. Facile synthesis of di(methoxycarbonyl)-1,2,3,4-tetrazine 1,3-dioxide
Tetrahedron Letters. 2015. V.56. N40. P.5437-5440. DOI: 10.1016/j.tetlet.2015.08.009 WOS Scopus OpenAlex

≡ Web of science:	WOS:000362533900016
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