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Título
Molybdenum-Catalyzed Synthesis of Nitrogenated Polyheterocycles from Nitroarenes and Glycols with Reuse of Waste Reduction By-product
Autor
Publicado en
Organic Letters. 2018, V. 19, n. 19, p. 5470-5473
Editorial
American Chemical Society
Fecha de publicación
2017-10
ISSN
1523-7060
DOI
10.1021/acs.orglett.7b02792
Resumen
A novel domino reduction/imine formation/intramolecular cyclization/oxidation for the efficient synthesis of pyrrolo(indolo)[1,2-a]quinoxalines and pyrrolo(indolo)[3,2-c]-quinolines from readily available nitrobenzenes and glycols is reported. The process utilizes the carbonyl byproduct of the initial dioxomolybdenum(VI)-catalyzed reduction of nitroaromatics with glycols as a reagent for the imine generation. This method represents the first sustainable domino reaction for the preparation of biologically relevant heterocycles that internally incorporates the waste formed in the first step to the final product.
Materia
Química orgánica
Chemistry, Organic
Versión del editor
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