64583-17-1

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 73584-06-2 diethyl α-chloro-4-fluorobenzylphosphonate 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 624-31-7 4-tolyl iodide 
• 352-34-1 4-fluoro-1-iodobenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 106-38-7 para-bromotoluene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 1737-34-4 1-(chloroethynyl)-4-fluorobenzene 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 106-49-0 p-toluidine 
• 98-59-9 p-toluenesulfonyl chloride 
• 4714-37-8 1-(2,2-dichlorovinyl)-4-methylbenzene 
• 437-29-6 tris(4-fluorophenyl)bismuthane 

Downstream Products

• 946090-30-8 (bis(di-t-butylphosphino)ethane)Pt(η2-(p-fluorophenyl-p-tolyl)acetylene) 
• 1403495-31-7 2-(4-fluorophenyl)-3-(4-methylphenyl)-1H-indole 
• 1403495-32-8 2-(4-methylphenyl)-3-(4-fluorophenyl)-1H-indole 
• 1403495-56-6 3,4-bis(4-fluorophenyl)-1-phenyl-2,5-di(p-tolyl)-1H-pyrrole 
• 1403495-54-4 2,5-bis(4-fluorophenyl)-1-phenyl-3,4-di(p-tolyl)-1H-pyrrole 
• 1403495-55-5 2,4-bis(4-fluorophenyl)-1-phenyl-3,5-di(p-tolyl)-1H-pyrrole 

Relevant academic research and scientific papers

Highly efficient synthesis of 1,2-disubstituted acetylenes derivatives from the cross-coupling reactions of 1-bromoalkynes with organotitanium reagents

A Highly efficient route for the synthesis of 1,2-disubstituted acetylene derivatives has been developed by nickel catalyzed cross-couplings of alkynyl halides with aryl titanium reagents under mild conditions. This has given corresponding cross-coupling products good to excellent isolated yields of up to 92 %. The aryls bearing electron-donating or electron-withdrawing groups in either alkynylhalides or aryltitanium substrates gave cross-coupling products good yields. This process was simple and easily performed, which provides an efficient method for the synthesis of 1,2-disubstituted acetylenes derivatives.

Rhodium(iii)-catalyzed unreactive C(sp3)-H alkenylation of N-alkyl-1H-pyrazoles with alkynes

The first example of pyrazole-directed rhodium(iii)-catalyzed unreactive C(sp3)-H alkenylation with alkynes has been described, which showed a relatively broad substrate scope with good functional group compatibility. Moreover, we demonstrated that the transitive coordinating center pyrazole could be easily removed under mild conditions.

A novel zinc-catalyzed Suzuki-type cross-coupling reaction of aryl boronic acids with alkynyl bromides

A novel Suzuki-type cross-coupling reaction of organoboron reagents with alkynyl bromides has been developed in the presence of catalytic Et2Zn/DMEDA system. The reaction afforded a variety of internal alkynes in moderate to excellent yields under mild reaction conditions without the formation of any homo-coupling products. The resulting internal alkynes have valuable applications in pharmaceutical and industrial areas. The use of relatively non-toxic zinc, chelating amine ligand and low reaction temperature make this protocol an alternative for the synthesis of internal alkynes. The scope and limitations of this protocol are also investigated.

Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) 2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) 2 (2.4 equiv

Cross-coupling reactivity of 1,1-dichloroalkenes under palladium catalysis: Domino synthesis of diarylalkynes

An efficient synthesis of diarylalkynes was achieved from the domino cross-coupling reaction of 1,1-dichloroalkenes with triarylbismuth reagents under palladium-catalyzed conditions. Under the established palladium protocol, 1,1-dichloroalkenes demonstrated hitherto unknown remarkable cross-coupling reactivity with organometallic triarylbismuth reagents to furnish functionalized diarylalkynes.

Palladium-Catalyzed Desulfitative Cross-Coupling of Arylsulfonyl Hydrazides with Terminal Alkynes: A General Approach toward Functionalized Internal Alkynes

A palladium-catalyzed Sonogashira-type coupling between arylsulfonyl hydrazides and terminal alkynes via Ar(C)-S bond cleavage is disclosed, which enables the general synthesis of functionalized internal alkynes, especially the Br-substituted ones, in good to excellent yields under acid- and base-free conditions.

Palladium Nanoparticles Supported on a Porous Organic Polymer: An Efficient Catalyst for Suzuki-Miyaura and Sonogashira Coupling Reactions

A new porous organic polymer (POP) with high thermal stability and large surface area has been synthesized and applied in the preparation of Pd/POP catalyst. Pd/POP was characterized by XRD, TGA, SEM and TEM. The catalyst consists of highly dispersed palladium nanoparticles of 0.9-4 nm size on POP with a large surface area of 650 m2/g. It presents high catalytic activity for Suzuki-Miyaura and Sonogashira reactions. The catalyst was reusable for three to five times without significant loss of activity. A new porous organic polymer (POP) was synthesized and applied in the preparation of Pd/POP catalyst. Pd/POP exhibits high catalytic activity for Suzuki-Miyaura and Sonogashira reactions and is reusable in these heterogeneous catalytic reactions.

Organoaluminum-Mediated Direct Cross-Coupling Reactions

We present a direct cross-coupling reaction between arylaluminum compounds (ArAlMe2·LiCl) and organic halides RX (R=aryl, alkenyl, alkynyl; X=I, Br, and Cl) without any external catalyst. The reaction takes place smoothly, simply upon heating, thereby enabling the efficient and chemo-/stereoselective formation of biaryl, alkene, and alkyne coupling products with broad functional group compatibility.

Assemblies of copper ferrite and palladium nanoparticles on silica microparticles as a magnetically recoverable catalyst for Sonogashira reaction under mild conditions

Abstract Copper ferrite and palladium nanoparticles assembled on silica microparticles are prepared successfully and characterized by scanning electron microscopy, transmission electron microscopy, electron-dispersive X-ray analysis, X-ray diffraction, th

Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant

Gold-catalyzed C(sp)-C(sp2) and C(sp2)-C(sp2) cross-coupling reactions are accomplished with aryldiazonium salts as the coupling partner. With the assistance of bpy ligand, gold(I) species were oxidized to gold(III) by diazonium without any external oxidants. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the nitrogen extrusion followed by AuIII reductive elimination as the key step.