Catalytic Aerobic Oxidative Decarboxylation of α-Trifluoromethyl-α-hydroxy Acids to Trifluoromethyl Ketones.

ChemInform ◽  
2003 ◽  
Vol 34 (10) ◽  
Author(s):  
Gonzalo Blay ◽  
Isabel Fernandez ◽  
Alicia Marco-Aleixandre ◽  
Belen Monje ◽  
Jose R. Pedro ◽  
...  
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids ◽  
Trifluoromethyl Ketones

Catalytic aerobic oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones

Tetrahedron ◽  
2002 ◽  
Vol 58 (42) ◽  
pp. 8565-8571 ◽  
Author(s):  
Gonzalo Blay ◽  
Isabel Fernández ◽  
Alicia Marco-Aleixandre ◽  
Belén Monje ◽  
José R Pedro ◽  
...  
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids ◽  
Trifluoromethyl Ketones

ChemInform Abstract: Use of Vanadate. Oxidative Decarboxylation of α-Hydroxy Acids.

ChemInform ◽  
1988 ◽  
Vol 19 (22) ◽  
Author(s):  
H. DUTTA ◽  
B. HAZRA ◽  
A. BANERJEE ◽  
S. BANERJEE
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids

ChemInform Abstract: Catalytic Aerobic Oxidative Decarboxylation of α-Hydroxy Acids. Methyl Mandelate as a Benzoyl Anion Equivalent.

ChemInform ◽  
2010 ◽  
Vol 29 (32) ◽  
pp. no-no
Author(s):  
G. BLAY ◽  
I. FERNANDEZ ◽  
P. FORMENTIN ◽  
J. R. PEDRO ◽  
A. L. ROSELLO ◽  
...  
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids

Catalytic aerobic oxidative decarboxylation of α-hydroxy-acids. Methyl mandelate as a benzoyl anion equivalent

1998 ◽  
Vol 39 (20) ◽  
pp. 3327-3330 ◽  
Author(s):  
Gonzalo Blay ◽  
Isabel Fernández ◽  
Pilar Formentin ◽  
JoséR. Pedro ◽  
Antonio L. Roselló ◽  
...  
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids

Mechanism of Oxidative Decarboxylation of α-Hydroxy Acids by Bromine Water. Part I. Oxidation in Neutral and Alkaline Medium

1971 ◽  
Vol 49 (4) ◽  
pp. 649-653 ◽  
Author(s):  
Judith M. Pink ◽  
Ross Stewart
Keyword(s):  
Steady State ◽  
Kinetic Study ◽  
Oxidation Rate ◽  
Mandelic Acid ◽  
Oxidative Decarboxylation ◽  
Hydroxy Acids ◽  
Bromine Water ◽  
Benzilic Acid ◽  
Hydroxylic Proton ◽  
Good Agreement

A kinetic study of the oxidative decarboxylation of α-hydroxy acids by bromine water shows that above pH 6 Br2 is a much more significant oxidant for these compounds than is HOBr, and that OBr− is virtually inert. The rate law – d[oxidant]/dt = k[oxidant][substrate] is observed and the oxidation pattern differs from that of alcohols in that the α-hydrogen is not involved in the reaction.All the compounds studied (benzilic, mandelic, and 2-hydroxy-2-methylpropanoic acids) exhibit bell-shaped pH-rate profiles with maxima at about pH 8. A mechanism is proposed involving the attack of Br2 (or HOBr) at the carboxylate site concurrently with base-catalyzed loss of the hydroxylic proton. A steady state treatment based on this mechanism yields calculated rates in good agreement with the observed values. Furthermore, the same parameters predict the rates observed at lower pH in the presence of added excess bromide. The Br2 oxidation rate is greater than the HOBr rate by a factor of 60 for benzilic acid, 37 for 2-hydroxy-2-methylpropanoic acid, and 10 for mandelic acid.

scholarly journals Oxidative decarboxylation of α-hydroxy acids by a functional model of the nonheme iron oxygenase, CloR

2010 ◽  
Vol 46 (11) ◽  
pp. 1830 ◽  
Author(s):  
Tapan Kanti Paine ◽  
Sayantan Paria ◽  
Lawrence Que Jr.
Keyword(s):  
Functional Model ◽  
Nonheme Iron ◽  
Oxidative Decarboxylation ◽  
Hydroxy Acids

Oxidative Decarboxylation of α-Amino and α-Hydroxy Acids Using Copper(II) Bromide-Lithium tert-Butoxide

Synthesis ◽  
1996 ◽  
Vol 1996 (05) ◽  
pp. 600-602 ◽  
Author(s):  
Takeshi Takeda ◽  
Satoshi Yamauchi ◽  
Tooru Fujiwara
Keyword(s):  
Oxidative Decarboxylation ◽  
Hydroxy Acids
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