A novel tandem intermolecular decarboxylative coupling reaction of o-bromobenzoic acids and aryl iodides has been developed. The method affords a range of unsymmetrically triphenylenes and displays unique regioselectivity and broad substrate scope. Mechanistically, palladium/norbornene-catalyzed C-H activation and subsequent double decarboxylative coupling reactions were involved. Moreover, the triphenylenes can also be synthesized from 2-iodobiphenyls and o-bromobenzoic acids under norbornene-free conditions.
A novel
palladium-catalyzed interannular selective C–H silylation
of 1,1′-biaryl-2-acetamides is described. The combination of
palladium catalyst with copper oxidant enables meta- or ortho-selective C–H silylation by employing
hexamethyldisilane as a trimethylsilyl source, which relies on the
control of NBE derivatives as a switch, thus providing straightforward
access to divergent silicon-containing 1,1′-biaryl-2-acetamides.
We report an efficient approach to synthesize sulfonated indenones via a radical cascade cyclization of 2-alkynylbenzonitriles with sodium arylsulfinates.
A palladium-catalyzed domino Heck/silylation reaction of acrylamides with hexamethyldisilane is presented. This transformation, which involves the formation of a s-alkylpalladium intermediate, allows direct access to functionalized (2oxoindolin-3-yl)methylsilanes in good to excellent yields. Furthermore, this strategy could be utilized for the synthesis of (2-oxoindolin-3-yl)methylstannanes from hexamethyldistannane.
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