Artículo
Trimethylsilyl Polyphosphate Promoted Efficient Synthesis of 4(3 H)‐ Quinazolinones from Methyl Anthranilate
Gruber, Nadia
; Burin, Emiliano Emmanuel; Kilimciler, Natalia Beatriz
; Cambiaso, Mariana Lujan
; Orelli, Liliana Raquel
; Díaz, Jimena Estela
Fecha de publicación:
12/2024
Editorial:
Wiley VCH Verlag
Revista:
European Journal of Organic Chemistry
ISSN:
1434-193X
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
A trimethylsilyl polyphosphate (PPSE) promoted synthesis of 4(3H)-quinazolinones, a heterocycle with wide biological potential, from methyl anthranilate and secondary amides is described. The procedure is general, involves very easily available starting materials, shows functional group tolerance and leads to good to excellent yields. The method proved to be suitable for scaling-up. A one-pot approach was also explored. This step-economic modification reduces the time, waste and environmental impact of the synthesis, and leads to satisfactory global yields that include 2 or 3 single steps. Finally, a possible reaction mechanism that involves a nitrilium cation intermediate is proposed.
Palabras clave:
Nitrogen heterocycles
,
Quinazolinones
,
PPSE
,
One-pot
,
Synthesis
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Articulos(OCA HOUSSAY)
Articulos de OFICINA DE COORDINACION ADMINISTRATIVA HOUSSAY
Articulos de OFICINA DE COORDINACION ADMINISTRATIVA HOUSSAY
Citación
Gruber, Nadia; Burin, Emiliano Emmanuel; Kilimciler, Natalia Beatriz; Cambiaso, Mariana Lujan; Orelli, Liliana Raquel; et al.; Trimethylsilyl Polyphosphate Promoted Efficient Synthesis of 4(3 H)‐ Quinazolinones from Methyl Anthranilate; Wiley VCH Verlag; European Journal of Organic Chemistry; 28; 2; 12-2024; 1-6
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