We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5- a ]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile.
- Authors
Monzon, Loana I.; Rocha, Nicole C. M.; Quadros, Gabriela T.; Nunes, Pâmela P. P.; Cargnelutti, Roberta; Jacob, Raquel G.; Lenardão, Eder J.; Perin, Gelson; Hartwig, Daniela
- Abstract
A general methodology to access valuable 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines was developed by the reaction of 2-azidobenzaldehyde with phenylchalcogenylacetonitriles (sulfur and selenium) in the presence of potassium carbonate (20 mol%) as a catalyst. The reactions were conducted using a mixture of dimethylsulfoxide and water (7:3) as solvent at 80 °C for 4 h. This new methodology presents a good functional group tolerance to electron-deficient and electron-rich substituents, affording a total of twelve different 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines selectively in moderate to excellent yields. The structure of the synthesized 4-(phenylselanyl)tetrazolo[1,5-a]quinoline was confirmed by X-ray analysis.
- Subjects
QUINOLINE; POTASSIUM carbonate; DIMETHYL sulfoxide; DESULFURIZATION; FUNCTIONAL groups; SELENIUM
- Publication
Molecules, 2023, Vol 28, Issue 13, p5036
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules28135036