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Arylation of carbonyl compounds

Results Obtained in the Arylation of Diethyl Malonate with Bromobenzene Catalyzed by Na2PdCl4 and Various Solid Bases in a Batch Reactor (299) [Pg.294]


Scheme 7.5 NHC-Pd and NHC-Ni catalysed arylation of carbonyls compounds with boron reagents... Scheme 7.5 NHC-Pd and NHC-Ni catalysed arylation of carbonyls compounds with boron reagents...
Serendipity before design in the a-arylation of carbonyl compounds. [Pg.23]

The a-arylation of carbonyl compounds (sometimes in enantioselective version) such as ketones,107-115 amides,114 115 lactones,116 azlactones,117 malonates,118 piperidinones,119,120 cyanoesters,121,122 nitriles,125,124 sul-fones, trimethylsilyl enolates, nitroalkanes, esters, amino acids, or acids has been reported using palladium catalysis. The asymmetric vinylation of ketone enolates has been developed with palladium complexes bearing electron-rich chiral monodentate ligands.155... [Pg.314]

As the last example of C-C bond-formation reactions catalyzed by alkaline earth hydroxides, we mention the recently reported a-arylation of diethyl malonate in the presence of a palladium catalyst and a base in a separate phase 299). The arylation of carbonyl compounds is a carbon-carbon coupling reaction between an aryl halide and an enolate, which is usually catalyzed by palladium salts in the presence of an appropriate base (300,301). The arylation of diethyl malonate with bromobenzene (Scheme 48) was performed with tetrachloropalladate as the... [Pg.293]

A. Culkin, J. F. Hartwig, Palladium-Catalyzed a-Arylation of Carbonyl Compounds and Nitriles, Acc. Chem. Res. 2003, 36, 234-245. [Pg.735]

Palladium-Catalyzed Arylation of Carbonyl Compounds and Nitriles ... [Pg.96]

Palladium-catalyzed a-Arylation of Carbonyl Compounds and Nitriles. A variety of bases have been used in the palladium-catalyzed a-arylation of carbonyl derivatives. The pKa of the carbonyl moiety determines the choice of the base. For instance, a-arylation with ester derivatives requires the use of strong bases such as NaHMDS. The best yields for the arylation of t-butyl acetate were reported with LHMDS, whereas the arylation of f-butyl propionate occurred in higher yields in the presence of NaHMDS (eq 12). ... [Pg.430]

Inter-Intra Tandem Processes Involving Pd-Catalyzed a-Arylation of Carbonyl Compounds with 1,2-Dibromoarenes. 1,2-Dibromoarenes have been shown to undergo Pd-catalyzed inter-intra tandem processes leading to the formation of cyclic compounds, as summarized in Scheme 28. In some examples, however, the cyclization process itself does not actually involve Pd-catalyzed a-arylation. It instead involves either an interesting diaryl ether formation (Sect, in.3.3) or intramolecular Heck reaction (Sect. IV.2.2). [Pg.714]

Modern aspects of electrophilic aromatic substitution chemistry address the development of enantioselective variants of these direct (hetero)arene functionalization reactions. For example, enantiomerically enriched metal catalysts, as well as organocatalysts, allowed for the asymmetric addition reactions of (hetero)arenes onto (a,P-unsaturated) carbonyl compounds. Additionally, highly enantioselective arylations of carbonyl compounds were accomplished with organometallic reagents... [Pg.6]


See other pages where Arylation of carbonyl compounds is mentioned: [Pg.386]    [Pg.299]    [Pg.314]    [Pg.293]    [Pg.173]    [Pg.303]    [Pg.47]    [Pg.53]    [Pg.53]    [Pg.86]    [Pg.47]    [Pg.50]    [Pg.234]    [Pg.120]    [Pg.317]    [Pg.331]    [Pg.162]    [Pg.271]    [Pg.274]    [Pg.276]    [Pg.278]    [Pg.280]    [Pg.282]    [Pg.286]    [Pg.288]    [Pg.290]    [Pg.292]    [Pg.294]    [Pg.296]    [Pg.298]    [Pg.300]    [Pg.302]    [Pg.303]    [Pg.308]    [Pg.133]    [Pg.136]   
See also in sourсe #XX -- [ Pg.293 ]

See also in sourсe #XX -- [ Pg.34 ]




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Aryl carbonylation

Arylation compounds

Modern Arylations of Carbonyl Compounds

Palladium-catalyzed a-arylation of carbonyl compounds and nitriles

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