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Synthesis of Acridines through Alkyne Addition to Diarylamines
A new synthesis of substituted acridines is achieved by palladium-catalyzed addition of terminal acetylenes between the aryl rings of bis(2-bromophenyl)amine. By including a diamine base and elevating the temperature, the reaction pathway favors the formation of acridine over a double Sonogashira re...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278640/ https://www.ncbi.nlm.nih.gov/pubmed/30400283 http://dx.doi.org/10.3390/molecules23112867 |
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author | Berger, Kristen E. McCormick, Grant M. Jaye, Joseph A. Rozeske, Christina M. Fort, Eric H. |
author_facet | Berger, Kristen E. McCormick, Grant M. Jaye, Joseph A. Rozeske, Christina M. Fort, Eric H. |
author_sort | Berger, Kristen E. |
collection | PubMed |
description | A new synthesis of substituted acridines is achieved by palladium-catalyzed addition of terminal acetylenes between the aryl rings of bis(2-bromophenyl)amine. By including a diamine base and elevating the temperature, the reaction pathway favors the formation of acridine over a double Sonogashira reaction to form bis(tolan)amine. This method is demonstrated with several aryl-alkynes and alkyl-alkynes. |
format | Online Article Text |
id | pubmed-6278640 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62786402018-12-13 Synthesis of Acridines through Alkyne Addition to Diarylamines Berger, Kristen E. McCormick, Grant M. Jaye, Joseph A. Rozeske, Christina M. Fort, Eric H. Molecules Article A new synthesis of substituted acridines is achieved by palladium-catalyzed addition of terminal acetylenes between the aryl rings of bis(2-bromophenyl)amine. By including a diamine base and elevating the temperature, the reaction pathway favors the formation of acridine over a double Sonogashira reaction to form bis(tolan)amine. This method is demonstrated with several aryl-alkynes and alkyl-alkynes. MDPI 2018-11-03 /pmc/articles/PMC6278640/ /pubmed/30400283 http://dx.doi.org/10.3390/molecules23112867 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Berger, Kristen E. McCormick, Grant M. Jaye, Joseph A. Rozeske, Christina M. Fort, Eric H. Synthesis of Acridines through Alkyne Addition to Diarylamines |
title | Synthesis of Acridines through Alkyne Addition to Diarylamines |
title_full | Synthesis of Acridines through Alkyne Addition to Diarylamines |
title_fullStr | Synthesis of Acridines through Alkyne Addition to Diarylamines |
title_full_unstemmed | Synthesis of Acridines through Alkyne Addition to Diarylamines |
title_short | Synthesis of Acridines through Alkyne Addition to Diarylamines |
title_sort | synthesis of acridines through alkyne addition to diarylamines |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278640/ https://www.ncbi.nlm.nih.gov/pubmed/30400283 http://dx.doi.org/10.3390/molecules23112867 |
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