2 research outputs found
Carboxylate-Directed Addition of Aromatic C–H Bond to Aromatic Aldehydes under Ruthenium Catalysis
We
report that ruthenium complexes effectively catalyzed the carboxylate-directed
addition of aromatic C–H bonds to aldehydes. The reactions
of aromatic acids with a variety of aromatic aldehydes including unactivated
ones proceeded efficiently to give the corresponding isobenzofuranone
derivatives in high yields. The combination of rutheniumÂ(II) complexes
with tricyclohexylphosphine led to highly nucleophilic aryl–metal
species, which enabled versatile [3 + 2] cycloaddition in the absence
of a Lewis acid. This paper also demonstrates the application of supported
ruthenium catalysts to the title reaction
Ruthenium-Catalyzed Addition of Aromatic Amides to Internal Alkynes and Subsequent Intramolecular Cyclization for the Atom-Economical Synthesis of Isoindolinones
A selective
and atom-economical synthesis of isoindolinones is
described. This novel synthetic strategy involves two catalytic reactions:
the ruthenium-catalyzed regioselective alkenylation of aromatic C–H
bond of aromatic amides with internal alkynes, and subsequent intramolecular
cyclization of the resulting alkene with amide functionalities. The
addition of only a catalytic amount of bases is required for efficient
construction of the desired isoindolinones, and no byproducts are
formed in the tandem catalytic reactions. Various kinds of aromatic
amides and internal alkynes can be used in the present reactions,
and the corresponding isoindolinones bearing a quaternary carbon at
the C3 position are obtained in good to high yields