62167-09-3

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• 696-62-8 para-iodoanisole 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
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• 1309563-48-1 {4-[3,3-dicyano-1-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)-2-propen-1-ylidene]-2,5-cyclohexadien-1-ylidene}malononitrile 
• 1454818-85-9 4-(5-(4-methoxyphenyl)-2-phenyloxazol-4-yl)-N,N-dimethylaniline 

Relevant academic research and scientific papers

Designing Homogeneous Copper-Free Sonogashira Reaction through a Prism of Pd-Pd Transmetalation

Simultaneous introduction of two different palladium (pre)catalysts, one tuned to promote oxidative addition to (hetero)aryl bromide and another to activate terminal alkyne substrate, leads to productive Pd-Pd transmetalation, subsequent reductive elimina

Production method of diaryl alkyne compound

The invention discloses a production method of a diaryl alkyne compound. The production method of the diaryl alkyne compound comprises the steps of under protection of nitrogen, placing a bromobenzenesubstrate, alkynol, a palladium catalyst, an organic phosphine ligand and inorganic alkali into a reaction container, then adding a solvent, heating the reaction container for reaction, after the reaction container is cooled to room temperature, adding a saturated ammonium chloride solution for quenching, and then conducting extraction and column chromatography isolation and purification to obtain the diaryl alkyne compound. According to the production method of the diaryl alkyne compound, the aryl bromide and the alkynol which are simple and easy to obtain are used as raw materials, and through the palladium-catalyzed coupling reaction, the diaryl alkyne compound is obtained. The reaction raw materials are simple and easy to obtain, reaction conditions are mild, several defects in a traditional synthesis method are overcome, for example, the defect that when calcium carbide is used as a raw material, the release speed of acetylene cannot be controlled is overcome, the defect that when terminal alkyne is used as a raw material, a product and the raw material are hard to separate due to similar polarity is overcome, and the like. The method also has good performance in amplification reaction, so that the method has great application prospects.

Sonogashira coupling catalyzed by the Cu(Xantphos)I–Pd(OAc)2system

An efficient Pd(OAc)2/Cu(Xantphos)I system for Sonogashira coupling is disclosed. Aryl bromides/iodides and electron-poor aryl chlorides were suitable for this reaction. The experimental results suggest that Cu(Xantphos)I plays a unique role in which the phosphine ligand coordinates with copper.

Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes

A robust N-nucleophilic 1,3-N,O-dipole equivalent reacts with unsymmetrical internal alkynes under gold catalysis. Conjugation from a remote nitrogen lone pair enables and controls this convergent and highly regioselective process.

Visualizing the product of a formal cycloaddition of 7,7,8,8-tetracyano-p- quinodimethane (TCNQ) to an acetylene-appended porphyrin by scanning tunneling microscopy on Au(111)

Click it: The applicability of a formal [2+2] cycloaddition between electron-rich alkynes and electron-deficient TCNQ on an atomically clean Au(111) surface was demonstrated by scanning tunneling microscopy (STM) and X-ray photoelectron spectroscopy (XPS). At low coverage, monomeric and self-assembled dimeric species of the initial compounds as well as of the reaction product, a TCNQ-conjugated porphyrin, could be visualized.

Di(1H-benzo[d][1,2,3]triazol-1-yl)methane: An efficient ligand for copper and amine-free palladium-catalysed Sonogashira coupling reaction

An efficient Pd-catalysed Sonogashira coupling reaction was achieved in the absence of copper and amine with inorganic base using phosphene-free, air stable di(1H-benzo[d][1,2,3]triazol-1-yl)methane as ligand. The cross coupling of electron-rich, electron-defficient and hindered aryl halides with terminal alkynes afforded the internal alkynes in good to excellent yields. Indian Academy of Sciences.

Pd-catalyzed domino synthesis of internal alkynes using triarylbismuths as multicoupling organometallic nucleophiles

Figure presented The domino coupling reaction of 1,1-dibromo-1-alkenes with triarylbismuth nucleophiles has been demonstrated to furnish disubstituted alkynes directly under catalytic palladium conditions. The couplings of triarylbismuths as multicoupling nucleophiles with 3 equiv of 1,1-dibromo-1-alkenes are very fast, affording high yields of alkynes in a short reaction time. Thus, an efficient domino process has been accomplished using 1,1-dibromo-1-alkenes as surrogates for internal alkyne synthesis in couplings with triarylbismuths in a one-pot operation.

One-pot preparation of arylalkynes by a tandem catalytic iodination of arenes and palladium-catalyzed coupling of iodoarenes with terminal alkynes

Iodination of activated arenes by air-oxidation is carried out in the presence of catalytic bismuth salts at room temperature. Subsequently, the formed iodoarenes react with terminal alkynes to give arylalkynes under a selected palladium-catalyzed coupling condition in the same pot.

The nickel-catalyzed Sonogashira-Hagihara reaction

The Sonogashira-Hagihara coupling of terminal acetylenes with aryl iodides in the presence of a nickel catalyst and CuI was investigated. The reaction proceeds rapidly in aqueous dioxane in the presence of Ni(PPh3)2Cl2 wit