80220-93-5Relevant academic research and scientific papers
Ynamide-Mediated Intermolecular Esterification
Wang, Xuewei,Yang, Yang,Zhao, Yongli,Wang, Sheng,Hu, Wenchang,Li, Jinmei,Wang, Zihao,Yang, Fengling,Zhao, Junfeng
, p. 6188 - 6194 (2020/05/26)
An ynamide-mediated one-pot, two-step intermolecular esterification via the condensation of carboxylic acids with nucleophilic hydroxyl species was reported. A broad substrate scope with respect to carboxylic acids, alcohols, and phenols was observed. The α-acyloxyenamide intermediates formed by the addition of carboxylic acids to ynamides proved to be effective acylating reagents for the esterification of alcohol and phenol derivatives with the assistance of base catalysis. Notably, the racemization of the α-chiral center of carboxylic acids can be avoided.
Anhydrous Conditions Enable the Catalyst-Free Carboxylation of Aromatic Alkynes with CO2 under Mild Conditions
Bobbink, Felix D.,Dyson, Paul J.,Mazzanti, Marinella,Toniolo, Davide
, (2020/02/05)
The direct carboxylation of aromatic alkynes with CO2, a cheap and widely available C1 source, is the most attractive method for the synthesis of carboxylic acids. Here we show that direct carboxylation of terminal alkynes can be simply performed in near-quantitative yield in four hours with anhydrous Cs2CO3 under mild conditions without need of a metal catalyst.
Cu-MOF-Catalyzed Carboxylation of Alkynes and Epoxides
Beletskaya, I. P.,Bondarenko, G. N.,Ganina, O. G.,Isaeva, V. I.,Kustov, L. M.
, p. 1813 - 1820 (2020/02/03)
The catalytic activity of copper-containing heterogeneous catalysts, in particular metal-organic frameworks, zeolites, and alumina-supported nanoparticles, in the carboxylation of terminal alkynes and oxiranes has been evaluated. Temperature dependences of these reactions have been studied.
3 - Aryl methylacetylene acid and 3 - aryl methylacetylene ester preparation method of compound (by machine translation)
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Paragraph 0160; 0161; 0162, (2018/10/19)
The invention relates to a 3 - aryl methylacetylene acid compound preparation method: formula (I) shown phenylacetylene compound with carbon dioxide under the action of alkali, in solvent dimethyl sulfoxide in 40 - 70 °C under reaction, as shown in formula (II) of the 3 - aryl methylacetylene acid compounds, more than normal pressure of the body reaction in water-free, oxygen-free inert atmosphere, the reaction route is as follows: Wherein R1 Selected from hydrogen, alkyl, alkoxy, phenyl, nitro or halogen. The invention further provides a 3 - aryl methylacetylene ester preparation method of compound: adopting the above-mentioned method of the formula (II) is shown in the 3 - aryl methylacetylene acid compound, then adding the halogenated hydrocarbon or tosylates, after the in-situ reaction of the formula (III) is shown in the 3 - aryl methylacetylene ester compound: Wherein R2 Is selected from alkyl, benzyl or allyl. The method of the invention does not need to transition metal or rare earth metal catalyst, normal pressure reaction, mild condition, pervasive good substrate. (by machine translation)
Encapsulation of Silver Nanoparticles in an Amine-Functionalized Porphyrin Metal–Organic Framework and Its Use as a Heterogeneous Catalyst for CO2 Fixation under Atmospheric Pressure
Dutta, Gargi,Jana, Ajay Kumar,Singh, Dheeraj Kumar,Eswaramoorthy,Natarajan, Srinivasan
supporting information, p. 2677 - 2684 (2018/08/11)
A new porphyrin-based compound, [Zn3(C40H24N8)(C20H8N2O4)2(DEF)2](DEF)3 (1; DEF=N,N-diethylformamide), has been synthesized by employi
Alkynylation of Csp2 (O)–H Bonds Enabled by Photoredox-Mediated Hydrogen-Atom Transfer
Mukherjee, Satobhisha,Garza-Sanchez, R. Aleyda,Tlahuext-Aca, Adrian,Glorius, Frank
, p. 14723 - 14726 (2017/10/18)
The development of new hydrogen-atom transfer (HAT) strategies within the framework of photoredox catalysis is highly appealing for its power to activate a desired C?H bond in the substrate leading to its selective functionalization. Reported here is the first photoredox-mediated hydrogen-atom transfer method for the efficient synthesis of ynones, ynamides, and ynoates with high regio- and chemoselectivity by direct functionalization of Csp2 (O)?H bonds. The broad synthetic application of this method has been demonstrated by the selective functionalization of C(O)?H bonds within complex molecular scaffolds.
Cluster-based MOFs with accelerated chemical conversion of CO2 through C-C bond formation
Xiong, Gang,Yu, Bing,Dong, Jie,Shi, Ying,Zhao, Bin,He, Liang-Nian
supporting information, p. 6013 - 6016 (2017/07/10)
Investigations on metal-organic frameworks (MOFs) as direct catalysts have been well documented, but direct catalysis of the chemical conversion of terminal alkynes and CO2 as chemical feedstock by MOFs into valuable chemical products has never
Copper(0) Nanoparticles Supported on Al2O3 as Catalyst for Carboxylation of Terminal Alkynes
Bondarenko, Grigoriy N.,Dvurechenskaya, Ekaterina G.,Magommedov, Eldar Sh.,Beletskaya, Irina P.
, p. 2570 - 2580 (2017/09/06)
Abstract: The copper particles, supported on Al2O3 were for the first time used as heterogeneous, highly active, easily available, and recyclable copper catalyst of direct carboxylation of various terminal alkynes with CO2
Effective Synthesis of Benzyl 3-Phenylpropiolates Via Copper(I)-Catalyzed Esterification of Alkynoic Acids with Benzyl Halides under Ligand-Free Conditions
Mao, Jincheng,Yang, Xiaojiang,Yan, Hong,He, Yue,Li, Yongming,Zhao, Jinzhou
, p. 886 - 892 (2016/04/20)
We developed an efficient way to prepare benzyl 3-phenylpropiolates via copper-catalyzed coupling between corresponding benzyl halides and alkynoic acids under ligand-free condition. This methodology is also suitable for aromatic and α,β-unsaturated acids. The desired esters could be obtained in good yields.
Copper(I)-based ionic liquid-catalyzed carboxylation of terminal alkynes with CO2 at atmospheric pressure
Xie, Jia-Ning,Yu, Bing,Zhou, Zhi-Hua,Fu, Hong-Chen,Wang, Ning,He, Liang-Nian
supporting information, p. 7059 - 7062 (2015/11/27)
An ionic liquid containing copper(I) proved to be an effective homogeneous catalyst for the carboxylation of terminal alkynes with ambient CO2. This developed procedure needs no external ligands and terminal alkynes with various groups proceeded smoothly at atmospheric CO2 pressure and room temperature. Interestingly, the ILs containing copper(I) in both the anion and the cation showed much higher activity in comparison with the counterparts incorporating copper(I) solely in the form of halocuprate, that is, copper(I) in the anion. Especially, activated effect of the terminal alkyne by the ionic liquid was also validated by the NMR technique.
