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Continuous‐Flow Pd‐Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure

The development of a continuous‐flow protocol for a palladium‐catalyzed methoxycarbonylation of (hetero)aryl chlorides using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to thei...

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Detalles Bibliográficos
Autores principales: Mata, Alejandro, Hone, Christopher A., Gutmann, Bernhard, Moens, Luc, Kappe, C. Oliver
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6813631/
https://www.ncbi.nlm.nih.gov/pubmed/31681449
http://dx.doi.org/10.1002/cctc.201801974
Descripción
Sumario:The development of a continuous‐flow protocol for a palladium‐catalyzed methoxycarbonylation of (hetero)aryl chlorides using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to their very poor reactivity. The described protocol exploits intensified conditions at elevated temperature and pressure, which are readily accessed within a continuous‐flow environment, to provide moderate to excellent product yields (11 examples) in a short 16 min residence time. The continuous‐flow protocol enables the safe and potentially scalable carbonylation of aryl chlorides using CO gas.