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Updated: Sep 11, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Mild Cu-Catalyzed Nitrogen-Iodine Exchange Strategy for the Synthesis of Non-Symmetric N,N'-Bicarbazole Scaffolds
Fei Yuan1, Junhong Li1, Hongliang Ran1
1Guangxi Key Laboratory of Electrochemical and Magneto-Chemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China.
Abstract:
Copper/organic base-mediated dual N-arylation of N-amino carbazoles with cyclic diaryliodonium salts at room temperature has been unlocked, yielding nonsymmetric N,N'-bicarbazoles with a broad scope, especially tolerating all halogens (F, Cl, Br, and I). Besides, N-amino indole, pyrrole, piperidine, morpholine, and piperazines all proved to be suitable coupling partners. The bottom-up access from inorganic hydrazine and cyclic iodoniums through double N-I exchange is also presented. Some potential organic light-emitting diode materials are easily prepared, and the phenothiazine-tied bicarbazole scaffold shows the ability to detect 1,2-dichloroethane via UV irradiation.
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