Palladium-Catalyzed Synthesis of 2,3-Diaryl‑N‑methylindoles from ortho-Alkynylanilines
and Aryl Pinacol Boronic Esters

Lee, Chin-Fa

Palladium-Catalyzed Synthesis of 2,3-Diaryl‑N‑methylindoles from ortho-Alkynylanilines and Aryl Pinacol Boronic Esters

Posted on 2018-10-19 - 20:30

A palladium-catalyzed synthesis of 2,3-diaryl-N-methylindoles from o-alkynylanilines and aryl pinacol boronic esters was developed. The system possesses high functional group tolerance and a broad substrate scope with a variety of aryl pinacol boronic esters to provide valuable 2,3-diaryl-N-methylindoles in moderate to good yields. Remarkably, the sequential reaction controlled by iridium-catalyzed C–H borylation or palladium-catalyzed alkynylation followed by the present palladium-catalyzed C3 arylation reaction provided functionalized 2,3-diaryl-N-methylindoles in good yields.

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Luo, Yue-Gui; Basha, R. Sidick; Reddy, Daggula Mallikarjuna; Xue, Yong-Jing; Chen, Te-Hsuan; Lee, Chin-Fa (2018). Palladium-Catalyzed Synthesis of 2,3-Diaryl‑N‑methylindoles from ortho-Alkynylanilines and Aryl Pinacol Boronic Esters. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b02835

https://doi.org/10.1021/acs.orglett.8b02835

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