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Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow

The functionalization of aryl C(sp(2))−H bonds is a useful strategy for the late‐stage modification of biologically active molecules, especially for the regioselective introduction of azole heterocycles to prepare medicinally‐relevant compounds. Herein, we describe a practical photocatalytic transfo...

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Detalles Bibliográficos
Autores principales: Wen, Zhenghui, Wan, Ting, Vijeta, Arjun, Casadevall, Carla, Buglioni, Laura, Reisner, Erwin, Noël, Timothy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298336/
https://www.ncbi.nlm.nih.gov/pubmed/34529334
http://dx.doi.org/10.1002/cssc.202101767
Descripción
Sumario:The functionalization of aryl C(sp(2))−H bonds is a useful strategy for the late‐stage modification of biologically active molecules, especially for the regioselective introduction of azole heterocycles to prepare medicinally‐relevant compounds. Herein, we describe a practical photocatalytic transformation using a mesoporous carbon nitride (mpg‐CN( x )) photocatalyst, which enables the efficient azolation of various arenes through direct oxidation. The method exhibits a broad substrate scope and is amenable to the late‐stage functionalization of several pharmaceuticals. Due to the heterogeneous nature and high photocatalytic stability of mpg‐CN( x ), the catalyst can be easily recovered and reused leading to greener and more sustainable routes, using either batch or flow processing, to prepare these important compounds of interest in pharmaceutical and agrochemical research.