4.7 Article

Palladium-Catalyzed Direct C2-Biarylation of Indoles

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JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 15, 页码 10838-10851

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01123

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  1. Science and Engineering Research Board (SERB), Government of India [EEQ/2016/000231]

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In this study, a straightforward access to C2-biarylated indole derivatives was achieved through palladium-catalyzed C-H activation strategy, with yields ranging from 24% to 92%. The UV/visible absorption and fluorescence properties of the resulting products were explored, showing that these compounds may exhibit atropisomerism at room temperature based on calculated dihedral angle and rotational barrier values.
Biaryl and indole units are important structural motifs in several bioactive molecules and functional materials. We have accomplished straightforward access to C2-biarylated indole derivatives through palladium-catalyzed C-H activation strategy with a broad range of substrate scope in yields of 24 to 92%. Besides, the UV/visible absorption and fluorescence properties of the ensuing products were explored. The calculated higher dihedral angle and rotational barrier values for the selected C2-biarylated indoles show that these compounds may display atropisomerism at room temperature.

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