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 language | English |
|---|---|
| Pages (from-to) | 5265-5270 |
| Number of pages | 6 |
| Journal | ChemSusChem |
| Volume | 14 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - 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.
| Funders | Funder number |
|---|---|
| European Union's Horizon 2020 - Research and Innovation Framework Programme | 840724 |
| Marie Skłodowska‐Curie | |
| Engineering and Physical Sciences Research Council | EP/P030467/1 |
| China Scholarship Council |
Keywords
- azolation
- carbon nitride
- flow chemistry
- heterogeneous catalysis
- photocatalysis
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