Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features

A practical method for the synthesis of 2-selenoxo-1,2,3,4-tetrahydro-4-quinazolinone was reported. The latter compounds were found to undergo facile oxidation with H(2)O(2) into corresponding diselenides. Novel organoselenium derivatives were characterized by the (1)H, (77)Se, and (13)C NMR spectro...

Descripción completa

Detalles Bibliográficos
Autores principales: Osmanov, Vladimir K., Chipinsky, Evgeniy V., Khrustalev, Victor N., Novikov, Alexander S., Askerov, Rizvan Kamiloglu, Chizhov, Alexander O., Borisova, Galina N., Borisov, Alexander V., Grishina, Maria M., Kurasova, Margarita N., Kirichuk, Anatoly A., Peregudov, Alexander S., Kritchenkov, Andreii S., Tskhovrebov, Alexander G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9504104/
https://www.ncbi.nlm.nih.gov/pubmed/36144534
http://dx.doi.org/10.3390/molecules27185799
Descripción
Sumario:A practical method for the synthesis of 2-selenoxo-1,2,3,4-tetrahydro-4-quinazolinone was reported. The latter compounds were found to undergo facile oxidation with H(2)O(2) into corresponding diselenides. Novel organoselenium derivatives were characterized by the (1)H, (77)Se, and (13)C NMR spectroscopies, high-resolution electrospray ionization mass spectrometry, IR, elemental analyses (C, H, N), and X-ray diffraction analysis for several of them. Novel heterocycles exhibited multiple remarkable chalcogen bonding (ChB) interactions in the solid state, which were studied theoretically.

Ejemplares similares