5106-98-9Relevant academic research and scientific papers
Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids
Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong
, (2021/10/06)
A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.
Carboxylation of o-, m-, and p-chlorophenols with sodium ethyl carbonate
Suerbaev, Kh. A.,Chepaikin,Kudaibergenov, N. Zh.
, p. 436 - 440 (2017/07/05)
The possibility for the synthesis of 5-chloro-2-hydroxybenzoic, 4-chloro-2-hydroxybenzoic, and 3-chloro-2-hydroxybenzoic acids via regioselective carboxylation of p-, m-, and o-chlorophenols, respectively, with sodium ethyl carbonate has been demonstrated
Carboxylation of Phenols with CO2 at Atmospheric Pressure
Luo, Junfei,Preciado, Sara,Xie, Pan,Larrosa, Igor
supporting information, p. 6798 - 6802 (2016/05/11)
A convenient and efficient method for the ortho-carboxylation of phenols under atmospheric CO2 pressure has been developed. This method provides an alternative to the previously reported Kolbe-Schmitt method, which requires very high pressures of CO2. The addition of a trisubstituted phenol has proved essential for the successful carboxylation of phenols with CO2 at standard atmospheric pressure, allowing the efficient preparation of a broad variety of salicylic acids.
Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction
Wuensch, Christiane,Gross, Johannes,Steinkellner, Georg,Lyskowski, Andrzej,Gruber, Karl,Glueck, Silvia M.,Faber, Kurt
, p. 9673 - 9679 (2014/03/21)
The enzyme catalyzed carboxylation of electron-rich phenol derivatives employing recombinant benzoic acid decarboxylases at the expense of bicarbonate as CO2 source is reported. In contrast to the classic Kolbe-Schmitt reaction, the biocatalytic equivalent proceeded in a highly regioselective fashion exclusively at the ortho-position of the phenolic directing group in up to 80% conversion. Several enzymes were identified, which displayed a remarkably broad substrate scope encompassing alkyl, alkoxy, halo and amino- functionalities. Based on the crystal structure and molecular docking simulations, a mechanistic proposal for 2,6-dihydroxybenzoic acid decarboxylase is presented.
PD(II)-CATALYZED HYDROXYLATION OF ARENES WITH O2 OR AIR
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Page/Page column 14, (2011/04/24)
Pd (II) -catalyzed ortho-hydroxylat ion of variously substituted aromatic carboxylic acids under O2 or air is achieved under non-acidic conditions. Extensive labeling studies support a direct oxygenation of aryl C-H bonds with molecular oxygen.
Pd(II)-catalyzed hydroxylation of arenes with 1 atm of O2 or air
Zhang, Yang-Hui,Yu, Jin-Quan
supporting information; experimental part, p. 14654 - 14655 (2010/01/06)
(Chemical Equation Presented) Pd(II)-catalyzed ortho-hydroxylation of variously substituted benzoic acids under 1 atm of O2 or air is achieved under nonacidic conditions. Extensive labeling studies support a direct oxygenation of aryl C-H bonds with molecular oxygen.
Process for the synthesis of hydroxy aromatic acids
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Page/Page column 20-21, (2008/06/13)
Hydroxy aromatic acids are produced in high yields and high purity (>95%) from halogenated aromatic acids in a reaction mixture containing a copper source and a ligand that coordinates to copper.
The site-selective functionalization of halogen-bearing phenols: An exercise in diversity-oriented organometallic synthesis
Marzi, Elena,Schlosser, Manfred
, p. 3393 - 3401 (2007/10/03)
The organometallic approach to diversity-oriented organic synthesis was subjected to a further test, this time in the phenol series. The model compounds selected were 2,3,6-trifluorophenol, the three isomers of (trifluoromethoxy) phenol and the three isomers of chlorophenol. A combination of optionally site selective metalations and protective group-controlled metalations enabled the selective generation of several isomeric intermediates in each case and their subsequent conversion into functionalized derivatives, in particular hydroxybenzoic acids.
Synthesis of salicylic acid derivatives in presence of ultrasonic irradiation using water as solvent
Docampo Palacios, Maite L.,Pellon Comdom, Rolando F.
, p. 1783 - 1787 (2007/10/03)
An improved synthesis of salicylic acid using ultrasonic irradiation and water as solvent can be achieved with copper and pyridine as catalysts. A number of salicylic acids were prepared in good yield and in a short reaction time.
Synthesis of salicylic acid derivatives from the corresponding 2-chlorobenzoic acid using water as solvent
Pellon Comdom, Rolando F.,Docampo Palacios, Maite L.
, p. 2055 - 2059 (2007/10/03)
An improved synthesis of salicylic acid using water as solvent can be achieved using the Ullmann-Goldberg reaction conditions in presence of pyridine as cocatalyst. A number of salicylic acids were prepared in good yield.
