Synthesis of 1,2,3,4‐Tetrazine 1,3‐Dioxides Annulated with 1(2)‐Aryl‐1,2,3‐triazoles

Synthesis of 1,2,3,4‐Tetrazine 1,3‐Dioxides Annulated with 1(2)‐Aryl‐1,2,3‐triazoles Full article

Journal

European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690

Output data

Year: 2017, Volume: 2017, Number: 33, Pages: 4963-4971 Pages count : 9 DOI: 10.1002/ejoc.201700750

Authors

Voronin Alexey A. ¹ , Churakov Aleksandr M. ¹ , Klenov Michael S. ¹ , Strelenko Yurii A. ¹ , Fedyanin Ivan V. ² , Tartakovsky Vladimir A. ¹

Affiliations

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 two-step synthetic approach to previously unknown 1,2,3,4-tetrazine 1,3-dioxides annulated with 1(2)-aryl-1,2,3-triazoles was developed. The first step involved the formation of 5-amine-4-(tert-butyl-NNO-azoxy)-1(2)-aryl-1(2)H-1,2,3-triazoles starting from (tert-butyl-NNO-azoxy)acetonitrile. The second step included their cyclization to give the titled triazolotetrazines. Their structures were confirmed by 1H NMR, 13C NMR, and 14N NMR spectroscopy; HRMS; and X-ray diffraction studies. Common features and distinctions in the molecular structures of these compounds, including aromaticity, were explored.

Voronin A.A. , Churakov A.M. , Klenov M.S. , Strelenko Y.A. , Fedyanin I.V. , Tartakovsky V.A.
Synthesis of 1,2,3,4‐Tetrazine 1,3‐Dioxides Annulated with 1(2)‐Aryl‐1,2,3‐triazoles
European Journal of Organic Chemistry. 2017. V.2017. N33. P.4963-4971. DOI: 10.1002/ejoc.201700750 WOS Scopus OpenAlex

≡ Web of science:	WOS:000409861000012
≡ Scopus:	2-s2.0-85028977758
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