41712-14-5Relevant academic research and scientific papers
Hydrogen-Bonding Amidoindoles in the Presence of Anions: An X-ray Structure of a Receptor at the Acid–Base Half-Equivalence that Binds an Anion
Koeller, Sylvain,Lescure, Marie-Hélène,Davies, Clotilde,Desvergne, Jean-Pierre,Massip, Stéphane,Bibal, Brigitte
, p. 5627 - 5631 (2017)
Hydrogen-bonding catalysts based on (thio)amidoindole moieties were evaluated in the presence of anions as potent anion receptors and/or acidic partners involved in acid–base reactions. In particular, we focused on their behavior at the acid–base half-equivalence point in the presence of basic anions such as fluoride and benzoate salts. Among three isolated X-ray structures, an amidoindole in the presence of fluoride and hexafluorophosphate salts formed, at the acid–base half-equivalence point, an unprecedented sandwich complex between two receptors and a PF6– anion.
Carboxylation of Alkenyl Boronic Acids and Alkenyl Boronic Acid Pinacol Esters with CO2 Catalyzed by Cuprous Halide
Hong, Junting,Nayal, Onkar S.,Mo, Fanyang
supporting information, p. 2813 - 2818 (2020/05/16)
A cuprous halide catalysed carboxylation of alkenyl boronic acids and alkenyl boronic acid pinacol esters under CO2, affording the corresponding α, β-unsaturated carboxylic acids in good yield, has been developed. The potassium (E)-trifluoro(styryl)borate is also compatible with this reaction. This simple and efficient copper(I) catalytic system showed good functional group tolerance.
Method for preparing alpha, beta-unsaturated carboxylic acid by reacting alkenyl boron compound with carbon dioxide under catalysis of cuprous halide
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Paragraph 0059-0060, (2020/06/17)
The invention discloses a method for preparing alpha, beta-unsaturated carboxylic acid through a carboxylation reaction of an alkenyl boron compound and carbon dioxide under the catalysis of cuprous halide. According to the method, carbon dioxide is used as a C1 source, the cuprous halide is adopted for catalysis, and alkoxide serves as alkali to react in an organic solvent, so the method is simple and easy to implement, has a wide substrate application range, converts various alkenyl boron compounds such as alkenyl boric acid, alkenyl borate and borate into corresponding alpha, beta-unsaturated carboxylic acid under mild conditions, and has a very high yield. The obtained product alpha, beta-unsaturated carboxylic acid is an important intermediate for preparing fine chemical products suchas perfumes, insecticides and the like.
Method for preparing aromatic carboxylic acid compound
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Paragraph 0085-0086; 0171-0173; 0177, (2020/02/14)
The invention discloses a method for preparing an aromatic carboxylic acid compound. The method comprises the following steps: 1) heating carbon dioxide and hydrosilane in the presence of a copper catalyst in a reaction medium A; and 2) adding a reaction medium B, aryl halide, a palladium catalyst and a base to the reaction mixture in the step 1), sealing the reaction system, and performing a heating reaction. The method has the advantages that raw materials are simple and easy to obtain, the raw materials are cheap and stable, the catalyst is common, easy to obtain and stable, the reaction conditionsaremild, the aftertreatment is simple, the yield is high, and the like.
Cyclopentadienyl molybdenum(II) compounds bearing carboxylic acid functional group
Schejbal, Ji?í,Melounková, Lucie,Vinklárek, Jaromír,?ezá?ová, Martina,R??i?ková, Zdeňka,Císa?ová, Ivana,Honzí?ek, Jan
, p. 66 - 73 (2018/05/09)
This work describes a procedure giving cyclopentadienyl molybdenum(II) compounds bearing carboxylic acid function group. It involves synthesis of carboxylic acid ester functionalized cyclopentadienides, their coordination to molybdenum(II) precursor and saponification of ester function groups. The method is not limited only to compounds with the function group directly attached in the cyclopentadienyl ring but also to those functionalized in the side chain. The attempts to synthesize the indenyl analogues were only partially successful due to low stability in the saponification step. All reported structure types were elucidated from spectroscopic measurements and verified by X-ray crystallography. The second part of the work describes an effect of the outer-coordination sphere on cytotoxicity of the cationic molybdenum(II) compounds bearing N,N-chelating ligands. The cytotoxicity of the modified species bearing phenanthroline ligand toward human leukemia cells MOLT-4 (IC50 = 10.5 ± 0.5 μmol l?1) is higher than reported for cisplatin (IC50 = 15.8 ± 1.9 μmol l?1).
Synthesis, Crystallization Studies, and in vitro Characterization of Cinnamic Acid Derivatives as SmHDAC8 Inhibitors for the Treatment of Schistosomiasis
Bayer, Theresa,Chakrabarti, Alokta,Lancelot, Julien,Shaik, Tajith B.,Hausmann, Kristin,Melesina, Jelena,Schmidtkunz, Karin,Marek, Martin,Erdmann, Frank,Schmidt, Matthias,Robaa, Dina,Romier, Christophe,Pierce, Raymond J.,Jung, Manfred,Sippl, Wolfgang
, p. 1517 - 1529 (2018/08/01)
Schistosomiasis is a neglected parasitic disease that affects more than 265 million people worldwide and for which the control strategy relies on mass treatment with only one drug: praziquantel. Based on the 3-chlorobenzothiophene-2-hydroxamic acid J1075, a series of hydroxamic acids with different scaffolds were prepared as potential inhibitors of Schistosoma mansoni histone deacetylase 8 (SmHDAC8). The crystal structures of SmHDAC8 with four inhibitors provided insight into the binding mode and orientation of molecules in the binding pocket as well as the orientation of its flexible amino acid residues. The compounds were evaluated in screens for inhibitory activity against schistosome and human HDACs. The most promising compounds were further investigated for their activity toward the major human HDAC isotypes. The most potent inhibitors were additionally screened for lethality against the schistosome larval stage using a fluorescence-based assay. Two of the compounds showed significant, dose-dependent killing of the schistosome larvae and markedly impaired egg laying of adult worm pairs maintained in culture.
Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids
Paridala, Kumaraswamy,Lu, Sheng-Mei,Wang, Meng-Meng,Li, Can
supporting information, p. 11574 - 11577 (2018/10/31)
The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.
Carboxylation of styrenes with CBr4 and DMSO via cooperative photoredox and cobalt catalysis
Song, Cai-Xia,Chen, Ping,Tang, Yu
, p. 11233 - 11243 (2017/02/26)
Cooperative photoredox and cobalt catalyzed carboxylation of styrenes with CBr4 to afford the corresponding α,β-unsaturated carboxylic acids has been realized through radical addition and Kornblum (DMSO) oxidation. DMSO serves as the oxidant, oxygen source and solvent under these photocatalytic conditions.
A Strained Disilane-Promoted Carboxylation of Organic Halides with CO2 under Transition-Metal-Free Conditions
Mita, Tsuyoshi,Suga, Kenta,Sato, Kaori,Sato, Yoshihiro
supporting information, p. 5276 - 5279 (2015/11/18)
By using a strained four-membered ring disilane (3,4-benzo-1,1,2,2-tetraethyldisilacyclobutene) and CsF, a wide range of aryl, alkenyl, alkynyl, benzyl, allyl, and alkyl halides was successfully carboxylated under an ambient CO2 atmosphere (CO2 balloon) at room temperature within 2 h. In this carboxylation, a highly reactive silyl anion, which is generated from the disilane and CsF, is a key to facilitating the formation of a carbanion equivalent. The resulting anionic species can be trapped with CO2 to produce carboxylic acids with high efficiency.
Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide
Fujihara, Tetsuaki,Nogi, Keisuke,Xu, Tinghua,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 9106 - 9109 (2012/07/13)
Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide has been developed. The reactions proceeded under a CO2 pressure of 1 atm at room temperature in the presence of nickel catalysts and Mn powder as a reducing agent. Various aryl chlorides could be converted to the corresponding carboxylic acid in good to high yields. Furthermore, vinyl chlorides were successfully carboxylated with CO2. Mechanistic study suggests that Ni(I) species is involved in the catalytic cycle.
