American Chemical Society
ol8b02835_si_001.pdf (4.05 MB)

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

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journal contribution
posted on 2018-10-19, 20:30 authored by Yue-Gui Luo, R. Sidick Basha, Daggula Mallikarjuna Reddy, Yong-Jing Xue, Te-Hsuan Chen, Chin-Fa Lee
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.