Synonyms:(Trifluoromethylsulfonyloxy) copper(I);AKOS015902570;CS-0158302;A872941
99% *data from raw suppliers
Copper(II) trifluoromethanesulfonate *data from reagent suppliers
C,
Xi
There total 26 articles about (Trifluoromethylsulfonyloxy) copper(I) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 90.0%
Reference yield:
Reference yield:
The research focuses on the development of a copper-catalyzed enantioselective conjugate addition (ECA) method for the synthesis of quaternary carbon stereogenic centers in acyclic systems. The study describes the use of aryl and alkylaluminum reagents, which can be prepared in situ from organolithiums or purchased commercially, to react with a range of trisubstituted acyclic enones. The researchers utilized a chiral bidentate N-heterocyclic carbene (NHC) ligand combined with Cu(OTf)2 to form the chiral catalyst. The catalyst, used in amounts ranging from 0.5–3.0 mol%, facilitated the reactions, which were carried out under nitrogen and resulted in products with yields between 33–95% and enantiomeric ratios (e.r.) ranging from 90:10 to >99:1. The reactions were monitored using 400 MHz 1H NMR spectroscopy to determine conversion and the addition of aryl versus methyl groups, while high-performance liquid chromatography (HPLC) and gas chromatography (GC) were employed to assess enantioselectivity and purity of the products. The study also explored the unsuccessful attempts to apply the method to related derivatives such as Weinreb amides, N-acyloxazolidinones, carboxylic esters, and thioesters, and described a two-step procedure for converting ECA products to carboxylic acids without the need for purification of intermediates.
The research focuses on the synthesis of novel chiral aryl diphosphite ligands derived from the pyranoside backbones of glucose and galactose. These ligands were applied in copper-catalyzed asymmetric conjugate addition reactions of diethylzinc to cyclic enones, aiming to form new carbon-carbon bonds and chiral compounds with high enantioselectivity. The study investigated the impact of the ligand's stereochemistry on the reaction's enantioselectivity, revealing that it was influenced by the ligand's backbone stereocenters and the binaphthyl phosphite moieties' configuration. The experiments utilized various reactants, including different cyclic enones, Cu(OTf)2 as the copper source, and the newly synthesized ligands. Analyses of the products were conducted using techniques such as gas chromatography-mass spectrometry (GC-MS) and gas chromatography with a Chiraldex A-TA column to determine conversion, yield, and enantiomeric excess. The research also explored the effects of solvent and reaction temperature on enantioselectivity, finding that ethereal solvents and lower temperatures generally yielded better results.
The research focuses on the copper-catalyzed synthesis of unsymmetrical diacylglycine esters through an in situ generation of nitrilium from nitrile ylide and subsequent Mumm rearrangement. The study involves a cascade reaction that efficiently forms two C–N bonds, one C=O bond, and one C–H bond, with nitrogen as the sole byproduct. The reaction demonstrates broad functional-group tolerance and can be rapidly scaled up to the 100 mmol scale, showing insensitivity to air and moisture. The experiments utilized various carboxylic acids, nitriles, and diazo compounds as reactants, with Cu(OTf)2 as the catalyst, and the reactions were optimized under different conditions to achieve moderate to high yields of the desired products. The analyses included the use of NMR spectroscopy, HRMS, and IR spectroscopy to characterize the synthesized compounds and confirm their structures.
The research focuses on the application of (1R)-(t)-camphor and acetone-derived R0-hydroxy enones as dienophiles in asymmetric Diels-Alder reactions, which are catalyzed by both Lewis and Br?nsted acids. The study explores the potential and limitations of these enones in addressing challenging diene-dienophile combinations, such as less reactive dienes and β-substituted acrylates. The experiments involve the synthesis of various R0-hydroxy enones and their subsequent reactions with different dienes under uncatalyzed conditions, as well as in the presence of Lewis acid catalysts like Cu(OTf)2 and Br?nsted acids like triflic acid (TfOH). The analyses used to characterize the products and monitor the reactions include techniques such as TLC, column chromatography, NMR spectroscopy, and IR spectroscopy. The research also delves into mechanistic studies through kinetic measurements and quantum calculations to rationalize the observed stereochemical outcomes and reactivity profiles. Additionally, the practicality of the methodology is demonstrated through applications in natural product synthesis, such as the synthesis of (-)-nicolaioidesin C, where a Br?nsted acid-catalyzed Diels-Alder reaction is a key step.
The research focuses on the development of an efficient synthetic approach to access functionalized dihydro-[1,3]oxazino[4,3-a] isoindole and tetrahydroisoquinoline skeletons, which are important structural motifs in pharmaceuticals. The key experiments involve the addition-cyclization process of ynamides with N-acyliminium ions generated from N,O-acetals, catalyzed by Cu(OTf)2. A variety of substituted dihydro-[1,3]oxazino[4,3-a] isoindoles and tetrahydroisoquinolines were synthesized with yields ranging from 48% to 98%. The study also explored the use of chiral ynamides, leading to optically pure products with good to excellent yields and diastereoselectivities. The analyses used to confirm the chemical structures of the synthesized compounds included X-ray crystallographic analysis and ECD calculations, which were crucial for determining the absolute configurations of the new stereogenic centers.
The research focuses on the development of a mild Cu(OTf)2-mediated C-glycosylation method using chelation-assisted picolinate as a leaving group. The study aims to avoid the use of harsh Lewis acids typically required for such reactions and operates under neutral conditions. The experiments involve the reaction of glycosyl picolinates with allyltrimethylsilane or silyl enol ethers, using Cu(OTf)2 as a mediator. The reactants include various protected monosaccharides and disaccharides as glycosyl donors, with allyl TMS and silyl enol ethers as nucleophiles. The analyses used to characterize the products and monitor the reactions include thin layer chromatography (TLC), flash column chromatography, nuclear magnetic resonance (NMR) spectroscopy, high-resolution mass spectrometry (HRMS), and infrared (IR) spectroscopy. The research successfully achieved the synthesis of C-glycosides with high yields and stereoselectivities, demonstrating the efficiency of the developed method.
The research focuses on the development of an efficient method for the synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles using copper-mediated C-H functionalization/C-N/C-O bond formation. The purpose of this study is to provide a more accessible and milder synthetic route for these heterocyclic compounds, which are important in medicinal chemistry and biological applications. The researchers used N-benzyl bisarylhydrazones and bisaryloxime ethers as starting materials and employed copper(II) triflate (Cu(OTf)2) as the catalyst. The reactions were carried out under neutral conditions, and the results showed that substrates with electron-withdrawing groups exhibited greater reactivity compared to those with electron-donating groups.
The research focuses on synthesizing and characterizing linear, cationic coinage metal complexes stabilized by a gallium-based ligand. The purpose of this study is to explore the coordination chemistry of coinage metals (copper, silver, and gold) with group 13 metalloid ligands, specifically Ga(DDP), to understand their bonding and structural properties. The key chemicals used include Ga(DDP) as the stabilizing ligand, copper(II) triflate (Cu(OTf)2) for the synthesis of the copper complex, and Ag[Al(hfip)4] for the silver complex. The researchers successfully synthesized the copper complex [{(DDP)Ga}2Cu][OTf]·2C6H5F (2) through reduction of Cu(OTf)2 with Ga(DDP), yielding a stable, linear, cationic complex with a coordination number of two. This complex was characterized using NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. The silver complex [{(DDP)Ga}2Ag][Al(hfip)4] (3) was also synthesized but could only be characterized by NMR due to its light sensitivity. The study concludes that the Ga(DDP) ligand effectively stabilizes linear coinage metal complexes, with the copper complex 2 being the first example of a linear copper(I) compound supported by a group 13 ligand. This finding highlights the potential of such complexes for applications in catalysis and materials science.
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