Transformations of S-substituted 5,7-dimethyl-4а,5а-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-2-ones under treatment of 1,2-benzoquinones and photochemical properties of reaction products

Transformations of S-substituted 5,7-dimethyl-4а,5а-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-2-ones under treatment of 1,2-benzoquinones and photochemical properties of reaction products Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2018, Volume: 74, Number: 19, Pages: 2359-2368 Pages count : 10 DOI: 10.1016/j.tet.2018.03.056

Authors

Kravchenko Angelina N. ¹ , Vasilevskii Sergei V. ¹ , Gazieva Galina A. ¹ , Baranov Vladimir V. ¹ , Barachevsky Valery A. ² , Kobeleva Olga I. ² , Venidiktova Olga V. ² , Karnoukhova Valentina A. ³

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russian Federation
2	Photochemistry Center, FSIC “Crystallography and Photonics”, Russian Academy of Sciences, Moscow, 119421, Russian Federation
3	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 119991, Russian Federation

For the first time 5,7-di-tert-butyl-1,3-dimethyl-3a,9a-diphenyl-3,3a-dihydro-1H-benzo[5,6][1,4]dioxino[2,3-d]imidazol-2(9aH)-one 13 and complex 9 of 4,6-di-tert-butyl-3-nitrobenzene-1,2-diol with 1,3-dimethyl-4,5-diphenyl-1H-imidazol-2(3H)-one 10a were prepared by the reactions of 3-alkylthio-5,7-dimethyl-4a,7a-diphenyl-4a,5,7,7a-tetrahydro-1H-imidazo[4,5-e]-1,2,4-triazin-6(4H)-ones with 3,5-di-tert-butyl-1,2-benzoquinone 1 and 4,6-di-tert-butyl-3-nitro-1,2-benzoquinone 2, respectively. Photochemical transformations of compounds 9 and 10a as well as products of its photooxygenation involving singlet oxygen under UV irradiation: urea 16, isomeric 1,3-dimethyl-4,5-diphenylimidazolidin-2-ones 17 and 17′, and compound 18 were studied by the spectral-kinetic method. Data on the absorption and fluorescence properties of synthesized compounds and their photoproducts were obtained.

Kravchenko A.N. , Vasilevskii S.V. , Gazieva G.A. , Baranov V.V. , Barachevsky V.A. , Kobeleva O.I. , Venidiktova O.V. , Karnoukhova V.A.
Transformations of S-substituted 5,7-dimethyl-4а,5а-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-2-ones under treatment of 1,2-benzoquinones and photochemical properties of reaction products
Tetrahedron. 2018. V.74. N19. P.2359-2368. DOI: 10.1016/j.tet.2018.03.056 WOS Scopus OpenAlex

≡ Web of science:	WOS:000431932400010
≡ Scopus:	2-s2.0-85044844743
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