Palladium-Catalyzed Direct C2-Biarylation of Indoles

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 t...

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Veröffentlicht in:Journal of organic chemistry 2021-08, Vol.86 (15), p.10838-10851
Hauptverfasser: Murugesan, Tamilarasu, Sivarajan, Chinraj, Jayakumari, Chithra Mohan, Singh, Rajat Kumar, Vennapusa, Sivaranjana Reddy, Kaliyamoorthy, Alagiri
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Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01123