A novel palladium-catalyzed tandem reaction of N-(2-iodoaryl)acrylamides with two aryl iodides for the synthesis of spirooxindole has been achieved. The reaction underwent the process of triple C-H activation and four C-C bond formations based on the double trapping of transient spirocyclic palladacycles which are obtained through remote C-H activation.
Despite growing progress in the construction of chiral organosilicon compounds, the catalytic asymmetric synthesis of silicon-stereogenic silanols is less explored and remains a considerable challenge. Herein, we report the first enantioselective construction of silicon-stereogenic silanols by the catalytic asymmetric hydrolytic oxidation of dihydrosilanes. This practical procedure features ambient reaction conditions, high atom economy, good functional-group compatibility, and H 2 as the only by-product, and produces a wide range of valuable chiral silanols and bis-silanols in decent yields with excellent chemo-and stereoselectivity.
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.
The
construction of a seven-membered ring in the polycyclic aromatic
hydrocarbon skeleton remains a notoriously difficult but attractive
challenge. Herein a novel palladium-catalyzed [4 + 3] decarboxylative
annulation of 2-iodobiphenyls with 2-(2-halophenyl)acrylic acids is
reported, which provides an efficient approach for assembling various
tribenzo[7]annulenes via a C–H activation and decarboxylation
process. Moreover, tribenzo[7]annulenes can be also synthesized via
a [2 + 2 + 3] decarboxylative annulation strategy by employing readily
available 1,2-halobenzenes, phenylboronic acids, and 2-(2-halophenyl)acrylic
acids.
A novel
palladium-catalyzed three-component cascade reaction of
aryl halides with norbornene and hexamethyldisilane has been described,
which allows the simultaneous construction of two C–Si bonds
and one C–C bond. The method achieves ortho C–H functionalization
of aryl halides through the formation of the five-membered palladacycle,
leading to norbornene-containing arylsilanes.
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