13419-69-7Relevant articles and documents
Palladium(II)-catalyzed selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids with hydrogen peroxide
Kon, Yoshihiro,Imao, Daisuke,Nakashima, Takuya,Sato, Kazuhiko
, p. 430 - 431 (2009)
Palladium(II)-catalyzed chemoselective oxidation of αβ- unsaturated aldehydes with hydrogen peroxide to give Oα,β-unsaturated carboxylic acids was performed. Cinnamaldehyde was effectively catalyzed by palladium(II) trifluoroacetate to generate cinnamic acid in 92% yield under organic solvent-free conditions. The reaction appears to be applicable to various α,β-unsaturated aldehydes. Copyright
Iron-catalyzed selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids by molecular oxygen
Tanaka, Shinji,Kon, Yoshihiro,Uesaka, Yumiko,Morioka, Ryo,Tamura, Masanori,Sato, Kazuhiko
, p. 188 - 190 (2016)
Selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids was performed using O2 as the oxidant in the presence of a simple iron catalyst. The addition of an alkali metal carboxylate as a cocatalyst enhanced the selectivity for the desired product. Redox tuning of the iron catalyst via association with the alkali metal led to a controlled radical generation during the catalytic O2 oxidation.
Copper(II)-coordinated organic nanotube: A novel heterogeneous catalyst for various oxidation reactions
Chattopadhyay, Tanmay,Kogiso, Masaki,Asakawa, Masumi,Shimizu, Toshimi,Aoyagi, Masaru
, p. 9 - 13 (2010)
Copper(II)-coordinated organic nanotube can function as a heterogeneous catalyst for oxidation of a variety of organic compounds in the presence of hydrogen peroxide and tert-butyl hydroperoxide. The morphology of this catalyst remained same before and after the oxidation reactions. The catalyst can be reused for several times. In the presence of hydrogen peroxide, Copper(II)-coordinated organic nanotube formed a stable brown color peroxo bridge intermediate. But such intermediate did not form with tert-butyl hydroperoxide.
Unexpected AChE inhibitory activity of (2E)α,β-unsaturated fatty acids
Loesche, Anne,Wiemann, Jana,Al Halabi, Zayan,Karasch, Julia,Sippl, Wolfgang,Csuk, René
, p. 3315 - 3319 (2018)
A small library of (E) α,β-unsaturated fatty acids was prepared, and 20 different saturated and mono-unsaturated fatty acids differing in chain length were subjected to Ellman's assays to determine their ability to act as inhibitors for AChE or BChE. While the compounds were only very weak inhibitors of BChE, seven molecules were inhibitors of AChE holding IC50 = 4.3–12.8 M with three of them as significant inhibitors of this enzyme. The results have shown trans 2-mono-unsaturated fatty acids are better inhibitors for AChE than their saturated analogs. Furthermore, the screening results indicate that the chain length is crucial for obtaining an inhibitory efficacy. The best results were obtained for (2E) eicosenoic acid (14) showing inhibition constants Ki = 1.51 ± 0.09 M and Ki′ = 7.15 ± 0.55 M. All tested compounds were mixed-type inhibitors with a dominating competitive part. Molecular modelling calculations indicate a different binding mode of active/inactive compounds for the enzymes AChE and BChE.
Selective two-phase-hydrogenation of sorbic acid with novel water soluble ruthenium complexes
Driessen-Hoelscher, Birgit,Heinen, Joerg
, p. 141 - 146 (1998)
Neutral and cationic water soluble Cp*-ruthenium-complexes of the type [Cp*Ru(CO)Cl(PR3)] and [Cp*Ru(CO)(PR3)]CF3SO3 (R=CH2OH, (CH2)3OH, Ph-m-SO3Na) have been synthesized for the first time and have been used as catalysts in two-phase-hydrogenations. The neutral complexes have been fully characterized. But the cationic complexes which have not been isolated are effective catalysts for the selective hydrogenation of sorbic acid in water/n-heptane leading to the formation of cis-3-hexenoic acid and trans-3-hexenoic acid.
Synthesis of piperazine derivatives and biological evaluation of its inhibitory activities on vascular smooth muscle cell proliferation
Han, Sheng Hua,Chen, Jian Xin,Liu, Hong Yan,Zhang, Hai Rong,Ma, Peng Fei
, p. 1299 - 1303 (2015)
A series of new N-substituted benzyl piperazine derivatives were synthesized using the appropriate synthetic route. The new compounds were characterized by IR, 1H NMR, MS and elemental analysis. All the compounds were screened for their inhibitory activities on vascular smooth muscle cell proliferation. Some of the compounds demonstrated moderate to good inhibition of vascular smooth muscle cell proliferation. The compounds (2h, 6h) were approximately equivalent in activity to heparin as a potent inhibitor. The possible structure-activity relationship of the inhibitory activity of all compounds was also discussed.
Carboxy-telechelic polyolefins by ROMP using maleic acid as a chain transfer agent
Pitet, Louis M.,Hillmyer, Marc A.
, p. 2378 - 2381 (2011)
The use of unprotected maleic acid (MA) as a chain transfer agent (CTA) during ring-opening metathesis polymerization (ROMP) of cis-cyclooctene (COE) to provide carboxy-telechelic PCOE with an average degree of polymerization (N) was described. Four sampl
Palladium(II) catalyzed novel rearrangement of 1-allyloxy-1-siloxycyclopropanes
Yasui, Kengo,Fugami, Keigo,Tanaka, Shuji,Tamaru, Yoshinao,Ii, Atsuhiko,Yoshida, Zen-Ichi,Saidi, Mohamad R.
, p. 789 - 792 (1992)
Pd(II) salts catalyze the rearrangement of 1-allyloxy-1-siloxycyclopropanes to provide a mixture of Δ2-, Δ3- and Δ4-hexenonic acids. This rearrangement proceeds via a double bond isomerization followed by a ring opening of
Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation
Wang, Zhen,Hu, Liang,Chekshin, Nikita,Zhuang, Zhe,Qian, Shaoqun,Qiao, Jennifer X.,Yu, Jin-Quan
, p. 1281 - 1285 (2021/12/10)
Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.
In vitro studies of maleidride-forming enzymes
Yin, Sen,Friedrich, Steffen,Hrupins, Vjaceslavs,Cox, Russell J.
, p. 14922 - 14931 (2021/05/19)
In vitro assays of enzymes involved in the biosynthesis of maleidrides from polyketides in fungi were performed. The results show that the enzymes are closely related to primary metabolism enzymes of the citric acid cycle in terms of stereochemical preferences, but with an expanded substrate selectivity. A key citrate synthase can react both saturated and unsaturated acyl CoA substrates to give solely anti substituted citrates. This undergoes anti-dehydration to afford an unsaturated precursor which is cyclised in vitro by ketosteroid-isomerase-like enzymes to give byssochlamic acid. This journal is
