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使用多相碳氮化物在批处理和流动相中进行光催化 C-H 芳基化反应。

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

机构信息

Flow Chemistry Group, Van't Hoff Institute for Molecular Sciences (HIMS), Universiteit van Amsterdam (UvA), Science Park 904, 1098 XH, Amsterdam, The Netherlands.

Yusuf Hamied Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, United Kingdom.

出版信息

ChemSusChem. 2021 Dec 6;14(23):5265-5270. doi: 10.1002/cssc.202101767. Epub 2021 Oct 22.

Abstract

The functionalization of aryl C(sp )-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 ) 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 , 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.

摘要

芳基 C(sp 2 )-H 键的功能化是对生物活性分子进行后期修饰的一种有效策略,特别是用于区域选择性地引入唑杂环,以制备具有药用相关性的化合物。在此,我们描述了一种使用介孔氮化碳(mpg-CN )光催化剂的实用的光催化转化方法,该方法通过直接氧化实现了各种芳基的高效氮杂化。该方法具有广泛的底物范围,适用于几种药物的后期功能化。由于 mpg-CN 的非均相性质和高光催化稳定性,催化剂可以通过分批或连续流处理很容易地回收和再利用,从而提供更绿色、更可持续的路线,以制备这些在药物和农用化学品研究中具有重要意义的化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89b2/9298336/cc766d2a2d08/CSSC-14-5265-g002.jpg

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