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Upstream product

• 99-90-1 para-bromoacetophenone 
• 693-02-7 hex-1-yne 
• 13329-40-3 4-Iodoacetophenone 
• 218788-90-0 dimethyl(1-hexynyl)silanol 
• 109613-00-5 4-acetophenyl triflate 
• 99-91-2 para-chloroacetophenone 
• 69497-83-2 4-acetylphenyl mesylate 
• 133381-92-7 hexynylzinc bromide 

Downstream Products

• 1198576-39-4 4-(4-acetylphenyl)-3-butyl-5-phenylfuran-2(5H)-one 
• 1198576-48-5 3-(4-acetylphenyl)-4-butyl-5-phenylfuran-2(5H)-one 
• 1221442-06-3 1-(4-((E)-2-((E)-styryl)hex-1-enyl)phenyl)ethanone 
• 1360878-63-2 C₁₄H₁₈O₂ 
• 1379664-50-2 C₁₇H₂₀O₃ 
• 1379664-48-8 5-(4-acetylphenyl)-4-butyl-2H-pyran-3(6H)-one 
• 1379664-17-1 C₂₂H₂₉NO₄ 
• 1379664-31-9 C₂₂H₂₉NO₄ 
• 1355059-02-7 1-[4-{3-n-butyl-7-methyl-1-(pyrimidin-2-yl)-1H-indol-2-yl}phenyl]ethanone 
• 1644664-72-1 methyl (2E,4E)-4-(4-acetylbenzylidene)oct-2-enoate 
• 1601494-76-1 1-{4-(4-n-butyl-2-(4-methoxyphenyl)-6-methyl-1-methylene-1,2-dihydroisoquinolin-3-yl)phenyl}ethan-1-one 
• 137365-00-5 1-<4-<(Z)-Hex-1-enyl>phenyl>ethanon 
• 1381988-41-5 1-{4-(3-n-butylnaphtho[1,8-bc]pyran-2-yl)phenyl}ethanone 

Relevant academic research and scientific papers

Copper-free Sonogashira coupling reactions catalyzed by a water-soluble Pd-salen complex under aerobic conditions

The water-soluble Pd-salen complex, palladium(II) N,N′-bis{[5-(triphenylphosphonium)methyl]salicylidene}-1,2-ethanediamine chloride, is a highly active catalyst for the copper-free Sonogashira coupling of aryl iodides with terminal alkynes in water under

Benzimidazolyl Palladium Complexes as Highly Active and General Bifunctional Catalysts in Sustainable Cross-Coupling Reactions

A family of air- A nd moisture-stable dinuclear palladium complexes bearing 2-benzimidazolyl ligands is reported and shown to be a highly effective and general catalytic platform in diverse cross-coupling reactions. The rigidity and conformation of the ligand scaffold was readily modified via tethering of the 2-benzimidazolyl moiety to diamine ligands, resulting in significant changes in catalytic activity. Under optimal conditions, Suzuki, Heck, and Sonogashira-type couplings of aryl bromides can all be performed efficiently with good functional group compatibility using only 0.1 mola?% of catalyst, in aqueous or alcohol solvents. Experimental evidence highlights the importance of the bifunctional character of the ligand for catalytic activity, where the basic N-functionality in the ligand framework is proposed to accelerate (trans)metalation steps via intramolecular assistance.

In Situ Generation of Alkynylzinc and Its Subsequent Negishi Reaction in a Flow Reactor

A highly efficient and convenient Negishi cross-coupling reaction has been developed for the synthesis of unsymmetrical alkynes and enynes in a continuous-flow process. The reaction proceeds through an in situ generated alkynylzinc reagent by the reaction of lithium acetylide with zinc halide at room temperature followed by a cross-coupling reaction with aryl or vinyl iodides. The notable features of this work compared to the conventional benchtop method are mild reaction conditions, good to excellent yields, broad functional-group compatibility, short residence time (73 sec) and especially desilylation of TMS group with the residence time of only 10.5 sec.

Copper-NHC-Mediated Semihydrogenation and Hydroboration of Alkynes: Enhanced Catalytic Activity Using Ring-Expanded Carbenes

A series of two-coordinate copper tert-butoxide complexes bearing five-, six-, and seven-membered ring N-heterocyclic carbenes, prepared by protonolysis of (NHC)CuMes with tBuOH, have been used as catalytic precursors in the semihydrogenation of alkynes with silanes/tBuOH and the hydroboration of alkynes with HBPin. Both processes proceed with high regioselectivity and show enhancements with six- and seven-membered ring carbenes.

Synthesis of bench-stable solid triorganoindium reagents and reactivity in palladium-catalyzed cross-coupling reactions

Bench-stable solid triorganoindium compounds have been prepared by coordination with 4-(dimethylamino)pyridine (DMAP). The solid R3In(DMAP) complexes are obtained from the corresponding solution of R3In in quantitative yield and can

On the peculiar recycling properties of charcoal-supported palladium oxide nanoparticles in Sonogashira reactions

The enhanced recycling properties of 5% PdO NPs/C compared to 5% Pd NPs/C catalyst for the Sonogashira reaction has been unveiled. A simple preparation procedure for 5% Pd NPs/C and 5% PdO NPs/C catalysts is described along with their extensive characteri

Pd Nanoparticles Immobilized on Nanosilica Triazine Dendritic Polymer: A Reusable Catalyst for the Synthesis of Mono-, Di-, and Trialkynylaromatics by Sonogashira Cross-Coupling in Water

Palladium nanoparticles immobilized on nano-silica triazine dendritic polymer (Pdnp-nSTDP) was found to be a highly effective catalyst for the Sonogashira cross-coupling of aryl halides (iodides, bromides, and chlorides) with aromatic and aliphatic terminal alkynes. This reaction was best performed in water as a green solvent in the presence of just 0.01 mol-% of the catalyst at room temperature. Efficient synthesis of V- and star-shaped polyalkynylated molecules with a benzene, pyridine, or pyrimidine central core was also achieved through Sonogashira cross-coupling of dihalo and trihalo aromatics with terminal alkynes in the presence of this catalytic system. The Pdnp-nSTDP catalyst was easily recovered and reused several times without significant loss of reactivity.

Stabilisation of carbon-supported palladium nanoparticles through the formation of an alloy with gold: Application to the Sonogashira reaction

A conceptually novel strategy based on the use of a bimetallic Pd-Au/C catalyst and its application to the Sonogashira reaction under ligand- and additive-free conditions was studied. Pd(OAc)2 and charcoal were dispersed in MeOH (100 mL). Then, hydrogen gas was bubbled through the solution for 5 min to remove the oxygen. The resulting mixture was stirred for 12 h at 25°C under H2. The catalyst was filtered under Millipore membrane washed with MeOH and dried under vacuum. ICP analyses were performed on the filtrate to verify the final Pd metal loading on carbon to be 5%wt. Detailed HR-TEM analyses established that the aggregation phenomenon can be considerably slowed down thanks to the stabilising, but catalytically inactive, gold atoms. Although X-ray photoelectron spectroscopy (XPS) analysis identified Au0 and Pd0 as the major species present in the as-prepared material, some ionic palladium (19 at.%) was also detected

A phenyldithiocarbazate-functionalized polyvinyl chloride resinsupported Pd(II) complex as an effective catalyst for solvent- and copper-free Sonogashira reactions under aerobic conditions

The PVC-supported phenyldithiocarbazate palladium complex was prepared and characterized. The catalyst exhibits excellent catalytic activity and stability for the Sonogashira coupling reaction under ambient conditions. Various terminal alkynes were coupled with a number of aryl halides in the presence of 1.0 mol% of the catalyst to afford the corresponding products in high yields. Furthermore, the heterogeneous catalyst can be readily recovered by simple filtration and reused for several times without a significant loss in its activity.2013 Elsevier B.V. All rights reserved.

Copper-And solvent-free sonogashira reaction catalyzed by polyvinyl chloride-supported palladium(ii) triazole complex

A highly efficient method is described for the copper- and solvent-free coupling reaction of various aryl halides and terminal alkynes catalyzed by polyvinyl chloride-supported palladium (II) triazole complex. The heterogeneous catalyst used exhibits good