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Article

Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes

Department of Chemistry and Biological Science, Aoyama Gakuin University, 5-10-1 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa 252-5258, Japan
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Received: 4 October 2019 / Revised: 5 November 2019 / Accepted: 11 November 2019 / Published: 18 November 2019
(This article belongs to the Special Issue Iridium Complexes)
[2 + 2 + 2] cycloaddition of a 1,2-bis(propiolyl)benzene derivative with terminal and internal alkynes takes place in the presence of [Ir(cod)Cl]2 (cod = 1,5-cyclooctadiene) combined with bis(diphenylphosphino)ethane (DPPE) to give anthraquinones in 42% to 93% yields with a simple experimental procedure. A fluorenone derivative can also be synthesized by iridium-catalyzed [2 + 2 + 2] cycloaddition of a benzene-linked ketodiyne with an internal alkyne to give a 94% yield. View Full-Text
Keywords: catalysis; cycloaddition; anthraquinones; fluorenones; diynes; iridium catalysis; cycloaddition; anthraquinones; fluorenones; diynes; iridium
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MDPI and ACS Style

Sawano, T.; Toyoshima, Y.; Takeuchi, R. Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes. Inorganics 2019, 7, 138. https://0-doi-org.brum.beds.ac.uk/10.3390/inorganics7110138

AMA Style

Sawano T, Toyoshima Y, Takeuchi R. Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes. Inorganics. 2019; 7(11):138. https://0-doi-org.brum.beds.ac.uk/10.3390/inorganics7110138

Chicago/Turabian Style

Sawano, Takahiro, Yuko Toyoshima, and Ryo Takeuchi. 2019. "Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes" Inorganics 7, no. 11: 138. https://0-doi-org.brum.beds.ac.uk/10.3390/inorganics7110138

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