One-Pot Synthesis of Arylketones from Aromatic Acids via Palladium-Catalyzed Suzuki Coupling
A palladium-catalyzed one-pot procedure for the synthesis of aryl ketones has been developed. Triazine esters when coupled with aryl boronic acids provided aryl ketones in moderate to excellent yields (up to 95%) in the presence of 1 mol % Pd(PPh3)2Cl2 for 30 min. (Chemical Equation Presented).
Non-acidic mediated friedel-craft reaction of thiophene using EtAlCl 2
Since alkyl Lewis acids are Br?nsted bases, they give a non-acidic reaction media. In this context, acylation of thiophene is investigatedin the presence of EtAlCl2 and non-acidic media. Besides 8 examples of thiophene, one example for pyrrole is synthesized in moderate tohigh yields (up to 99 %).
ünver, Halil,Biyikoglu, Mutluhan,Bulut, Adnan
p. 8772 - 8774
(2013/11/06)
Ligand-free Pd-catalyzed carbonylative cross-coupling reactions under atmospheric pressure of carbon monoxide: Synthesis of aryl ketones and heteroaromatic ketones
The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under atmospheric pressure of carbon monoxide has been firstly developed. Under mild reaction conditions, a broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields at low catalyst loadings (0.05 to 2 mol-%). Moreover, the catalyst can also be recycled. The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under an atmosphere of carbon monoxide has been developed. A broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields. The catalyst can also be recycled.
Li, Hongling,Yang, Min,Qi, Yanxing,Xue, Jijun
supporting information; experimental part
p. 2662 - 2667
(2011/06/25)
The surfactant-promoted cross-coupling reactions of arylboronic acids with carboxylic anhydrides or acyl chlorides in water
The palladium(II) chloride catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides in water in the presence of various surfactants is described. The inexpensive and industrially widely used sodium dodecyl sulfate (SDS) was found to be a good promoter of the coupling reaction and aryl ketones were obtained in good yields without the use of phosphine ligands. The reactions were unaffected by the presence of electron-releasing and electron-withdrawing substituents in both the arylboronic acids and carboxylic derivatives and a variety of aryl ketones were obtained under mild conditions in air. Georg Thieme Verlag Stuttgart.
Xin, Bingwei,Zhang, Yuhong,Cheng, Kai
p. 1970 - 1978
(2008/02/12)
Palladium-catalyzed carbonylative coupling of iodonium salts with organostannanes under aqueous conditions: Synthesis of unsymmetrical vinyl and aromatic ketones
The palladium-catalyzed carbonylative coupling reaction of hypervalent iodonium salts with organostannanes was accomplished in the presence of PdCl2 (0.2 mol%) under atmospheric pressure of carbon monoxide at room temperature under aqueous conditions.
Palladium-catalyzed acyldemetallation and carbonylation reactions of organomercurials for the synthesis of unsymmetrical ketones
The palladium-catalyzed acyldemetallation reactions of organomercurials (R2Hg or AlkHgI) provide a mild, selective and general method for the synthesis of unsymmetrical heterocyclic ketones.High yields of ketones (RCOR') were obtained along with small amounts of homocoupling products (R2).The reaction is accelerated by a nucleophilic catalyst with both organic groups of R2Hg taking part in the reaction.The selectivity of the reaction towards the ketone can be increased by carrying out the reaction with a suitable combination of reactants under vacuum.The palladium-catalyzed carbonylation of organomercurials in the presence of ArI is another route to unsymmetrical ketones.The AlkHgI-ArI system undergoes carbonylation in the presence of palladium complex and excess iodide ion under mild conditions to give high yields of unsymmetrical ketones.The selectivity and rate of the reaction depend upon the nature of the catalyst, solvent and the concentration of iodide ion.
Bumagin, N. A.,More, P. G.,Beletskaya, I. P.
p. 379 - 388
(2007/10/02)
Efficient Preparation of Ketones from N-(Ethoxymethylene)aniline and Organometallic Reagents
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Strekowski, Lucjan,Wydra, Roman L.,Cegla, Marek T.,Czarny, Agnieszka,Patterson, Steven
p. 6120 - 6123
(2007/10/02)
SYNTHESIS OF 2-ACYLFURANS IN THE PRESENCE OF PHOSPHONIC RESINS AS CATALYSTS
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Fayed, S.,Delmas, M.,Gaset, A.
p. 1121 - 1126
(2007/10/02)
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