Synthesis of Multisubstituted Azatriphenylenes by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of Biaryl-Linked Diynes with Nitriles

A convenient synthesis of multisubstituted azatriphenylenes is reported. [Ir­(cod)­Cl]2/diphosphine is an efficient catalyst for the [2 + 2 + 2] cycloaddition of biaryl-linked diynes with nitriles to give multisubstituted azatriphenylenes in high yields. Aromatic, heteroaromatic, aliphatic, and func...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-02, Vol.83 (4), p.1852-1860
Main Authors: Takeuchi, Ryo, Fujisawa, Shunsuke, Yoshida, Yuzo, Sagano, Jun, Hashimoto, Toru, Matsunami, Asuka
Format: Article
Language:English
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Summary:A convenient synthesis of multisubstituted azatriphenylenes is reported. [Ir­(cod)­Cl]2/diphosphine is an efficient catalyst for the [2 + 2 + 2] cycloaddition of biaryl-linked diynes with nitriles to give multisubstituted azatriphenylenes in high yields. Aromatic, heteroaromatic, aliphatic, and functionalized nitriles could be used for the reaction.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b02784