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Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5- a ]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile

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

Molecules (Basel, Switzerland), 2023-06, Vol.28 (13), p.5036 [Periódico revisado por pares]

Switzerland: MDPI AG

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Título:
Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5- a ]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile
Autor: 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
Assuntos: Analgesics ; Catalysis ; Catalysts ; cyclization ; Dimethyl Sulfoxide ; Functional groups ; Glycerol ; heterocycles ; Hydrocarbons ; Nitrogen ; Organic compounds ; organochalcogen ; Potassium ; Potassium carbonate ; Quinoline ; Quinolines ; Quinolines - chemistry ; Selenium ; Single crystals ; Solvents ; Sulfur ; tetrazolequinolines ; Water ; X ray analysis
É parte de: Molecules (Basel, Switzerland), 2023-06, Vol.28 (13), p.5036
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Descrição: A general methodology to access valuable 4-(phenylchalcogenyl)tetrazolo[1,5- ]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- ]quinolines selectively in moderate to excellent yields. The structure of the synthesized 4-(phenylselanyl)tetrazolo[1,5- ]quinoline was confirmed by X-ray analysis.
Editor: Switzerland: MDPI AG
Idioma: Inglês

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Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5- a ]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile

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

Switzerland: MDPI AG

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