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Synthesis of Acridines through Alkyne Addition to Diarylamines
Journal article   Open access  Peer reviewed

Synthesis of Acridines through Alkyne Addition to Diarylamines

Kristen E. Berger, Grant M. McCormick, Joseph A. Jaye, Christina M. Rozeske and Eric H. Fort
Molecules (Basel, Switzerland), Vol.23(11), p.2867
11/03/2018
PMCID: PMC6278640
PMID: 30400283

Abstract

Biochemistry & Molecular Biology Chemistry Chemistry, Multidisciplinary Life Sciences & Biomedicine Science & Technology Physical Sciences
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.
url
https://doi.org/10.3390/molecules23112867View
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