Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol
In present work, the formation of α-hydroxycarboxylic acids have been described from various aromatic aldehydes and ketones via direct electrocarboxylation method with 80-92% of yield without any side product and can be purified by simple recrystallization using sacrificial Mg anode and Pt cathode in an undivided cell, CO2at (1 atm) was continuously bubbled in the cell throughout the reaction using tetrapropylammonium chloride as a supporting electrolyte in acetonitrile. The synthesized compounds obtained in fair to excellent yield with a high level of purity. The characterization of electrocarboxylated compounds was done with spectroscopic techniques like IR, NMR (1H & 13C), mass and elemental analysis.
Facile one-pot preparation of 2-arylpropionic and arylacetic acids from cyanohydrins by treatment with aqueous HI
A novel one-pot two-step procedure has been developed to synthesize highly substituted 2-arylpropionic and arylacetic acids, by treatment with aqueous HI, from cyanohydrins. The hydrogenolytic reduction of α-hydroxy-2-arylpropionic acids was the key step of the process and the optimization of the reaction conditions led to identify aqueous HI as an appropriate and selective reagent for the reductive deoxygenation of cyanohydrins. The synthetic route described a general and efficient strategy for the preparation of large libraries of phenylacetic and phenylpropionic acids derivatives.
A new method for the preparation of 2-aryl propionic acids using low-valent titanium
The addition of dihalocarbenes to arylmethylketones in the presence of low-valent titanium yields 2-aryl propionic acids in acceptable yield by one pot reaction. The reaction conditions were optimized. The TiCl4/LiAlH4 ratio is one variable that controls the selectivity of the process.
Garcia, Mariano,Del Campo, Carmen,Sinisterra, Jose V.,Llama, Emilio F.
p. 7973 - 7974
(2007/10/02)
Chemoenzymatic synthesis of pure enantiomeric 2-aryl propionic acids
A new chemoenzymatic procedure to obtain pure enantiomeric 2-arylpropionic acids is described. The one pot synthesis of (±)-2-arylpropionic acids is carried out by addition of dichlorocarbene to the C=O bond of arylmethylketones and hydrogenolysis of the additon product. The racemic mixture is resolved by enantiospecific hydrolysis of the racemic ethyl esters using native lipase from Candida rugosa. The good yields, the accessibility of the starting arylmethylketones and the stereospecificity of the enzymatic hydrolysis make the process interesting in order to obtain the same non steroidal antiinflammatory drugs such as Ibuprofen or Naproxen.
Garcia,Del Campo,Llama,Sanchez-Montero,Sinisterra
p. 8433 - 8440
(2007/10/02)
ONE-POT REDUCTIVE DICHLOROCARBENE ADDITION TO ARYL KETONES. A NEW GENERAL METHOD FOR THE SYNTHESIS OF 2-ARYLPROPIONIC ACIDS
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Llama, E. F.,Campo, C. del,Sinisterra, J. V.
p. 165 - 167
(2007/10/03)
Terpenoids biotransformation in mammals III: Biotransformation of α-pinene, β-pinene, pinane, 3-carene, carane, myrcene, and ρ-cymene in rabbits
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Ishida,Asakawa,Takemoto,Aratani
p. 406 - 415
(2007/10/02)
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