152858-50-9

Upstream product

• 7714-33-2 methyl phenylethynyl sulfide 
• 536-74-3 phenylacetylene 
• 14918-21-9 5-hexynonitrile 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 591-50-4 iodobenzene 
• 5332-06-9 4-bromobutanenitrile 
• 501-65-5 diphenyl acetylene 

Downstream Products

• 1186623-44-8 C₂₂H₂₁NO₂ 
• 1307725-38-7 2,3-dibutyl-4-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 1235549-59-3 5,6-dioxo-6-phenylhexanenitrile 
• 690660-82-3 (E)-6-oxo-6-phenylhex-4-enenitrile 
• 16424-52-5 (E)-6-Phenylhex-5-enenitrile 

Relevant academic research and scientific papers

Thieme Chemistry Journal awardees - Where are they now? Synthesis of diamantane-derived N-heterocyclic carbenes and applications in catalysis

Novel diamantyl-substituted imidazolium salts have been synthesized, characterized and, in addition, analyzed by single-crystal structural analysis. The corresponding NHCs (a-IDAd and m-IDAd) have been prepared in solution and have been characterized by N

Photoinduced, Copper-Catalyzed Radical Cross-Coupling of Cycloketone Oxime Esters, Alkenes, and Terminal Alkynes

A photoinduced, copper-catalyzed three-component radical cross-coupling of cycloketone oxime esters, alkenes, and terminal alkynes is described for the first time. Key to the success of this process was the integration of photoinduced iminyl radical-mediated C-C bond cleavage with the conceptual simplicity of copper-catalyzed radical cross-coupling. This protocol provides access to cyanoalkyl-containing propargylic compounds in good yields.

The First Applications of Carbene Ligands in Cross-Couplings of Alkyl Electrophiles: Sonogashira Reactions of Unactivated Alkyl Bromides and Iodides

A Pd/N-heterocyclic carbene-based catalyst achieves the Sonogashira coupling of an array of functionalized, β-hydrogen-containing alkyl bromides and iodides under mild conditions. By furnishing the first example of a nonphosphine-based palladium catalyst

Glycosyl Triazole Ligand for Temperature-Dependent Competitive Reactions of Cu-Catalyzed Sonogashira Coupling and Glaser Coupling

Glycosyl triazoles have been introduced as efficient ligands for the Cu-catalyzed Sonogashira reaction to overcome the challenges of sideways homocoupling reactions in Cu catalysis in this reaction. The atmospheric oxygen in a sealed tube did not affect t

Copper-catalysed Csp3-Csp cross-couplings between cyclobutanone oxime esters and terminal alkynes induced by visible light

A novel transformation for the construction of Csp3-Csp bonds was achieved via a photo-induced copper-catalysed C-C bond cleavage. This approach was applied to prepare a series of highly functionalized alkynyl nitriles using readily available cyclobutanones and terminal alkynes. Mechanistic exploration showed that the in situ generated copper acetylide complex is an effective photosensitive catalyst to promote the C-C bond cleavage of cycloketoxime esters through a radical process.

Radical C-C Bond Cleavage/Addition Cascade of Benzyl Cycloketone Oxime Ethers Enabled by Photogenerated Cyclic Iminyl Radicals

A light-driven, metal-free, and iminyl radical-mediated ring-opening C-C bond cleavage/addition cascade of O-4-methoxybenzyl oxime ethers and alkenes is described for the first time. The reaction shows a broad substrate scope and high functional group compatibility with both components, giving the corresponding valuable oxo nitriles in generally good yields. Key to the success of this protocol is the generation of cyclic iminyl radicals from the O-4-methoxybenzyl oxime ethers via a photocatalytic hydrogen atom transfer (HAT) process. The proposed main pathway is also supported by the preliminary mechanistic studies.

Fine-tuned organic photoredox catalysts for fragmentation-alkynylation cascades of cyclic oxime ethers

Fine-tuned organic photoredox catalysts are introduced for the metal-free alkynylation of alkylnitrile radicals generated via oxidative ring opening of cyclic alkylketone oxime ethers. The redox properties of the dyes were determined by both cyclic voltam

SOLID-SUPPORTED PALLADIUM (II) COMPLEX AS A HETEROGENEOUS CATALYST FOR CROSS COUPLING REACTIONS AND METHODS THEREOF

A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.

Palladium(II) complex for catalyzing sonogashira coupling reactions and a method thereof

A palladium(II) complex which catalyzes the Sonogashira coupling reaction efficiently under aerobic condition and a method of employing the palladium(II) complex to synthesize internal alkynes. The palladium(II) complex is an effective catalyst for the co

C-S Bond Alkynylation of Diaryl Sulfoxides with Terminal Alkynes by Means of a Palladium-NHC Catalyst

Sonogashira-Hagihara-type alkynylation of diaryl sulfoxides with unactivated terminal alkynes has been developed. With a combination of a palladium-NHC catalyst and LiO t Bu as a base, a series of diaryl sulfoxides were converted into the alkynylated products via C-S bond cleavage.