Molybdenum‐Catalyzed Direct Synthesis of Pyrroles from Nitroarenes with Glycols as Reductants

A molybdenum-catalyzed synthesis of N-(hetero)aryl pyrroles directly from inexpensive and commonly available (hetero)nitroarenes via reduction with pinacol and annulation with 1,4-dicarbonyls or cyclobutane-1,2-diols has been described. The process does not require an inert atmosphere and tolerates...

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Detalles Bibliográficos
Autores: Gómez Gil, Sara, Suárez Pantiga, Samuel, Pedrosa Sáez, María de los Remedios, Sanz Díez, Roberto
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/10505
Acceso en línea:http://hdl.handle.net/10259/10505
Access Level:acceso abierto
Palabra clave:Nitroarenes
Pyrroles
Reduction
Molybdenum
Glycols
Química
Química orgánica
Chemistry
Chemistry, Organic
Descripción
Sumario:A molybdenum-catalyzed synthesis of N-(hetero)aryl pyrroles directly from inexpensive and commonly available (hetero)nitroarenes via reduction with pinacol and annulation with 1,4-dicarbonyls or cyclobutane-1,2-diols has been described. The process does not require an inert atmosphere and tolerates the presence of air and water. This non-noble catalytic system shows high chemoselectivity, allowing a diverse range of potentially reducible functional groups such as alkynes, alkenes, halogens, cyano, and carbonyls. Moreover, this strategy enables the reuse of a waste byproduct as reactant, facilitating the formation of challenging 1,4-dicarbonyls from accessible cyclobutane-1,2-diols used as reducing agents.