Mo‐Catalyzed Synthesis of N‐Polyheterocycles From Functionalized Nitroarenes and Aldehydes

The direct preparation of nitrogen-containing polyaromatic heterocycles in a single operational step from readily availablenitroarenes represents an attractive and sustainable alternative to traditional multistep approaches. In this context, this workdescribes an efficient and versatile methodology...

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Detalles Bibliográficos
Autores: Martínez González, Raúl, Rubio Presa, Rubén, Pedrosa Sáez, María de los Remedios, Suárez Pantiga, Samuel, Sanz Díez, Roberto
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:dnet:riubu_______::679580813f7d850ae0fbe3a960a2e8a2
Acceso en línea:https://hdl.handle.net/10259/11626
Access Level:acceso abierto
Palabra clave:Catalysis
Molybdenum
Nitroarenes
N-polyheterocycles
Tandem processes
Química orgánica
Chemistry, Organic
Descripción
Sumario:The direct preparation of nitrogen-containing polyaromatic heterocycles in a single operational step from readily availablenitroarenes represents an attractive and sustainable alternative to traditional multistep approaches. In this context, this workdescribes an efficient and versatile methodology for the synthesis of fused N-polyheterocyclic scaffolds from functionalizednitroarenes and aldehydes catalyzed by dioxomolybdenum(VI) complexes and employing pinacol as a readily available andenvironmentally benign reductant. The protocol integrates nitro reduction, imine formation, and intramolecular cyclization ina single operational sequence. Careful fine-tuning of the reaction conditions proved crucial to minimizing competing pathways.This molybdenum-catalyzed strategy exhibits broad substrate scope, accommodating aromatic, aliphatic, and α,β-unsaturatedaldehydes, and enabling access to a variety of pharmaceutically relevant frameworks, such as pyrrolo[1,2-a]quinoxalines,indoloquinoxalines, γ-carbolines, imidazoquinolines, and phenanthridines.