Synthesis of Polyaryl‐Substituted Azafluoranthenes via Co‐Catalyzed [2+2+2] Cycloaddition of 1,6‐Diynes with Nitriles

Herein, we demonstrate the synthesis of azafluoranthene derivatives under mild conditions via [2+2+2] cycloaddition of 1,6‐diynes and nitriles catalyzed by CoBr2/dppp, exhibiting good atom economy. This procedure uses an inexpensive ligand and an earth‐abundant metal as catalyst to lower the cost of...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-09, Vol.366 (18), p.3913-3919
Main Authors: Cai, Jinhui, Cen, Kaili, Zhai, Ziyi, Wei, Jiahao, Liu, Yuan, Feng, Yuting, Yu, Junhong, Liu, Huiling, Zhao, Feng, Wang, Qiaolin
Format: Article
Language:English
Subjects:
1,6-Diynes
[2+2+2] Cycloaddition
Azafluoranthenes
Chemical synthesis
Cobalt catalysis
Cycloaddition
Functional groups
Nitriles
Substrates
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Summary:Herein, we demonstrate the synthesis of azafluoranthene derivatives under mild conditions via [2+2+2] cycloaddition of 1,6‐diynes and nitriles catalyzed by CoBr2/dppp, exhibiting good atom economy. This procedure uses an inexpensive ligand and an earth‐abundant metal as catalyst to lower the cost of synthesis. Several azafluoranthenes are produced in 28–95% yields using this approach, featuring mild conditions, wide substrate scope, and good functional group tolerance. The fluorescence spectra of some azafluoranthenes indicate that these scaffolds have good photophysical properties for material science.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202400455