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Synthesis 2022; 54(17): 3771-3784
DOI: 10.1055/a-1647-7292
DOI: 10.1055/a-1647-7292
special topic
Special Issue in memory of Prof. Ferenc Fülöp
Modular Synthesis of Carbazole-Substituted Phthalimides as Potential Photocatalysts
The authors thank the support of National Research, Development and Innovation Office (NKFIH K125120, PD124592 and KH130048), ELTE Thematic Excellence Programme 2020 Supported by National Research, Development and Innovation Office - TKP2020-IKA-05. This project was also supported by Central Europe Leuven Strategic Alliance 2020.
This paper is dedicated to the memory of Professor Ferenc Fülöp.
Abstract
The modular synthesis of carbazole functionalized phthalimides (PIs) and their applicability as catalyst in selected photocatalytic transformations are reported. The developed synthetic approach provides high variability of phthalimide considering that the synthesis of the phthalimide core can be easily performed. Starting from fluorophthalic acid anhydrides, the corresponding fluorophthalimides were prepared with various amines, and the fluoro function ensured the introduction of carbazoles into the phthalimide framework through aromatic nucleophilic substitution. Besides the synthetic developments, some of the carbazolyl phthalimides were tested in four different photocatalytic transformations, which showed attractive and comparable activity to the known 4-CzIPN and noble metal complexes.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1647-7292.
- Supporting Information
Publication History
Received: 23 July 2021
Accepted after revision: 17 September 2021
Accepted Manuscript online:
17 September 2021
Article published online:
10 November 2021
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