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Silver‐Catalyzed [3+2] Cycloaddition of Azomethine Ylides with Isocyanides for Imidazole Synthesis
Author(s) -
Hu Zhongyan,
Dong Jinhuan,
Xu Xianxiu
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700447
Subject(s) - cycloaddition , chemistry , imidazole , catalysis , conjugated system , combinatorial chemistry , aryl , azomethine ylide , organic chemistry , 1,3 dipolar cycloaddition , alkyl , polymer
A silver‐catalyzed aerobic oxidative [3+2] cycloaddition of azomethine ylides with aryl or heteroaryl isocyanides has been developed. The reaction represents a novel protocol for the efficient and practical synthesis of 1,2‐diarylimidazoles bearing a broad range of substituents in good to excellent yields under mild conditions. The practicability of this cycloaddition was shown by a gram‐scale synthesis and a double cycloaddition for the construction of highly conjugated polyarylimidazole systems.
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