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Upstream product

• 27259-10-5 1-phenyloct-2-yn-1-one 
• 108191-49-7 (2-butyl-2-cyclopropen-1-yl)phenylmethanone 
• 201230-82-2 carbon monoxide 
• 4466-24-4 2-Butylfuran 
• 17763-67-6 Phenyl triflate 
• 62217-45-2 1-phenylocta-1,3-diyne 
• 108-86-1 bromobenzene 
• 98-09-9 benzenesulfonyl chloride 
• 2991-42-6 4-trifluorophenylsulfonyl chloride 
• 105-31-7 1-hexyn-3-ol 
• 536-74-3 phenylacetylene 
• 98-88-4 benzoyl chloride 
• 628-71-7 1-Heptyne 
• 591-78-6 n-hexan-2-one 

Relevant academic research and scientific papers

Method for preparing furan compound from brominated arone

The invention provides a method for synthesizing a furan compound by taking brominated arone and methyl ketone or cyclic ketone as raw materials and directly reacting under the action of tetraisopropyl titanate. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone and bromo-arone, and then adding tetraisopropyl titanate for reaction; and after the reaction is finished, separating and purifying the obtained reaction mixture to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.

Direct arylation of heteroaromatic compounds by Pd(OAc)2/tetrakis(Nbenzimidazoliummethyl)benzene salt system

Six novel tetrakis(N-benzimidazoliummethyl)benzene salts were synthesized using 1,2,4,5-tetrakis-(bromomethyl)benzene with 1-alkylbenzimidazole. The structures of all isolated compounds were elucidated based on spectroscopic methods (1H and 13C NMR, and FT-IR spectroscopy) and were investigated for their catalytic activities in the direct arylation of 2-n-propylthiazole, 2-n-buthyltiophene, 2-n-butylfuran, and 4,5-dimethylthiazole. All synthesized salts showed high catalytic activity for direct arylation of heteroaromatic compounds.

A Convoluted Polyvinylpyridine-Palladium Catalyst for Suzuki-Miyaura Coupling and C?H Arylation

The development of highly active and reusable supported catalysts for Suzuki-Miyaura coupling and catalytic C?H arylation is important for fundamental and applied chemistry, with these reactions being used to produce medical compounds and functional materials. Herein, we found that a mesoporous composite made of a linear poly(4-vinylpyridine) and tetrachloropalladate acted as a dual-mode catalyst for a variety of cross-coupling reactions, with both Pd nanoparticles and a Pd complex catalyst being observed under different conditions. The polyvinylpyridine-palladium composite 1 was readily prepared via the molecular convolution of poly(4-vinylpyridine) and sodium tetrachloropalladate to provide a hardly soluble polymer-metal composite. The Suzuki-Miyaura coupling and the C?H arylation of aryl chlorides and bromides with arylboronic acids, thiophenes, furans, benzene, and anisole proceeded in the presence of 0.004 mol% (40 mol ppm) to 1 mol% Pd of 1 to afford the corresponding coupling products in high yields. Furthermore, the catalyst was reused without an appreciable loss of activity. Pharmaceutical compounds and functional materials were synthesized via the coupling reactions. N2 gas adsorption/desorption analysis indicated that the catalyst had a mesoporous nature, which played a crucial role in the catalysis. In the Suzuki-Miyaura couplings, in situ generated palladium nanoparticles in the polymer matrix were catalytically active, while a polymeric Pd(II) complex was crucial in the C?H arylations. These catalytic species were investigated via XAFS, XPS, far-infrared absorption, and Raman spectroscopies, as well as DFT calculations. (Figure presented.).

Tandem Transformations via Friedel-Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence

A tandem synthetic route to a diverse array of cyclic compounds has been developed from Friedel-Crafts acylation of alkynes followed by the microwave irradiation of β-chlorovinyl ketone intermediates. The stereoisomeric β-chlorovinyl ketone intermediates smoothly underwent a thermal α-vinyl enolization and ring expansion to vinyl and carbocyclic furans as well as cyclopetene derivatives in good to excellent yields without the need for any catalysts.

Direct arylation of heteroarenes by PEPPSI-type palladium–NHC complexes and representative quantum chemical calculations for the compound which the structure was determined by X-ray crystallography

In this study, we synthesized five new PEPPSI-type Pd-NHC complexes with high yields around 78–83%. The structures of all complexes were characterized by FT-IR, 1H NMR, and 13C{1H} NMR spectroscopies. Further, the structur

2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes: Synthesis, characterization and the catalytic activity in the direct arylation reaction of some 2-alkyl-heterocyclic compounds

Almost in all fields of chemistry, the C–C cross-coupling reactions such as the direct arylation reaction have attracted much attention and have advanced quickly in recent years due to the importance of environment-friendly properties. This study contains

Palladium(II)-N-Heterocyclic Carbene Complexes: Efficient Catalysts for the Direct C-H Bond Arylation of Furans with Aryl Halides

This paper contains the synthesis and characterization of the seven new benzimidazolium salts and their corresponding new palladium(II)-NHC complexes with the general formula [PdX2(NHC)2], (NHC?=?N-heterocyclic carbene, X?=?Cl or Br)

New 4-vinylbenzyl-substituted bis(NHC)-Pd(II) complexes: Synthesis, characterization and the catalytic activity in the direct arylation reaction

This study contains the synthesis of the new 4-vinylbenzyl substituted bis(NHC)-Pd(II) complexes and their catalytic activity in direct arylation reaction. The bis(NHC)-Pd(II) complexes have been prepared from Ag(I)NHC complexes by transmetallation method

N-Propylphthalimide-substituted bis-(NHC)PdX2 complexes: synthesis, characterization and catalytic activity in direct arylation reactions

Palladium-catalyzed direct arylation of heteroaromatics has become a popular method for producing carbon–carbon bonds via C–H bond activation. A wide diversity of heteroaromatics such as furan, thiophenes and thiazoles can be used for this reaction. This

Stereoselective One-Pot Sequential Dehydrochlorination/trans-Hydrofluorination Reaction of β-Chloro-α,β-unsaturated Aldehydes or Ketones: Facile Access to (Z)-β-Fluoro-β-arylenals/β-Fluoro-β-arylenones

The monofluoroalkene substructure shows a high potential as a fluorinated synthon in organic synthesis. However, control of the Z/E stereoselectivity of multi-substituted monofluoroalkene products in one-pot reactions still remains a challenge. An unprecedented one-pot approach for the highly regio- and stereoselective preparation of functionalized (Z)-β-monofluoro tri-substituted alkenes from readily available β-chloro-α,β-unsaturated aldehydes or ketones has been explored. Mechanistic studies demonstrated that the reaction is initiated by dehydrochlorination of the substrates to give alkynyl aldehydes/ketones, followed by their trans-hydrofluorination. It is worth mentioning that a fluorinating reagent with suitable basicity and nucleophilicity plays a key role in promoting the formation of (Z)-β-fluoro-β-aryl tri-substituted monofluoroalkenes. (Figure presented.).