Skip to main navigation Skip to search Skip to main content

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

  • Zhenghui Wen
  • , Ting Wan
  • , Arjun Vijeta
  • , Carla Casadevall
  • , Laura Buglioni
  • , Erwin Reisner (Corresponding author)
  • , Timothy Noël

    Research output: Contribution to journalArticleAcademicpeer-review

    136 Downloads (Pure)

    Abstract

    The functionalization of aryl C(sp2)−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-CNx) 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-CNx, 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.

    Original languageEnglish
    Pages (from-to)5265-5270
    Number of pages6
    JournalChemSusChem
    Volume14
    Issue number23
    DOIs
    Publication statusPublished - 6 Dec 2021

    Funding

    Z.W. and T.W. acknowledge support from the China Scholarship Council (CSC), A.V. from the Cambridge Trust and Science and Engineering Research Board (SERB) India, C.C. and L.B. are recipients of MSCA Individual Fellowships from the European Commission's H2020 programme (SmArtC, No. 890745 and ELECTROSULF, No. 840724, respectively). We also thank the EPSRC Multi-User Equipment Call (EP/P030467/1) and Dr. Mark A. Bajada (University of Cambridge) for fruitful discussions.

    FundersFunder number
    European Union's Horizon 2020 - Research and Innovation Framework Programme840724
    Marie Skłodowska‐Curie
    Engineering and Physical Sciences Research CouncilEP/P030467/1
    China Scholarship Council

      Keywords

      • azolation
      • carbon nitride
      • flow chemistry
      • heterogeneous catalysis
      • photocatalysis

      Fingerprint

      Dive into the research topics of 'Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow'. Together they form a unique fingerprint.

      Cite this