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Synthesis 2020; 52(06): 917-927
DOI: 10.1055/s-0039-1690759
DOI: 10.1055/s-0039-1690759
paper
Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination
This research was supported by the Basic Science Research Program administered through the National Research Foundation of Korea (NRF), funded by the Ministry of Education (2018R1D1A1A09082498) and by the Korean Ministry of Education through the BK21-Plus Project of the Hanyang University Graduate Program.Further Information
Publication History
Received: 15 October 2019
Accepted after revision: 13 November 2019
Publication Date:
26 November 2019 (online)
‡ These authors contributed equally.
Abstract
We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48%). This process comprises N-acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.
Key words
N-acetylation - aryl homocoupling - Ullmann coupling reaction - Täuber carbazole synthesis - intramolecular aminationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690759.
- Supporting Information
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