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CC BY-NC-ND 4.0 · SynOpen 2021; 05(04): 308-313
DOI: 10.1055/a-1662-7462
DOI: 10.1055/a-1662-7462
paper
Intramolecular Oxidative Diaryl Coupling of Tetrasubstituted Diphenylamines for the Preparation of Bis(trifluoromethyl) Dimethyl Carbazoles
Funding support provided by the Community Foundation of the Holland/Zeeland area of Michigan and the Michigan Strategic Fund with Lakeshore Advantage. Agilent 6224 LC/MS-TOF (High Resolution) was supported by the National Science Foundation (NSF) (Grant Number CHE-0923097).
Abstract
Synthetic preparation of carbazoles can be challenging, requiring ring-building strategies and/or precious metal catalysts. Presented herein is a method for the preparation of carbazoles with the use of inexpensive and reliable hypervalent iodine chemistry. An oxidative single-electron-transfer (SET) event initiates cyclization for the preparation of our trifluoromethyl carbazoles. This method has been shown to be useful for a variety of bis(trifluoromethyl)carbazole isomers that are of primary interest for use as battery materials.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1662-7462.
- Supporting Information
Publication History
Received: 01 September 2021
Accepted after revision: 05 October 2021
Accepted Manuscript online:
06 October 2021
Article published online:
10 November 2021
© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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