Photochemical cyclocondensation of 1-arylthio-2-azidoanthraquinones with phenols

Photolysis of 1-arylthio-2-azidoanthraquinones in DMSO in the presence of phenols leads to the formation of 5 H -naphtho[2,3- c ]phenothiazine-8,13-diones, in which the nitrogen atom is covalently bonded with the phenyl ring of the introduced phenol. As a result, poorly available polycyclic phenothi...

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Published inRussian chemical bulletin Vol. 65; no. 7; pp. 1814 - 1819
Main Authors Klimenko, L. S., Sirazhetdinova, N. S., Savel’ev, V. A., Martyanov, T. P., Korchagin, D. V.
Format Journal Article
LanguageEnglish
Published New York Springer US 01.07.2016
Springer Nature B.V
Subjects
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Inorganic Chemistry
Organic Chemistry
Phenols
Photolysis
phenothiazine-8,13-diones
phenols
thermolysis
5
photolysis
naphtho[2,3
azides
X-ray diffraction analysis
photocyclization
9,10-anthraquinones
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Summary:Photolysis of 1-arylthio-2-azidoanthraquinones in DMSO in the presence of phenols leads to the formation of 5 H -naphtho[2,3- c ]phenothiazine-8,13-diones, in which the nitrogen atom is covalently bonded with the phenyl ring of the introduced phenol. As a result, poorly available polycyclic phenothiazine derivatives were obtained in one step in high yields. The cyclo-condensation with phenols was found to proceed only photochemically.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-016-1515-8