29778-21-0

Upstream product

• 98-82-8 Isopropylbenzene 
• 932-88-7 1-iodo-2-phenylethyne 
• 19099-54-8 2-isopropyliodobenzene 
• 536-74-3 phenylacetylene 
• 7073-94-1 1-bromo-2-isopropylbenzene 
• 591-50-4 iodobenzene 
• 1147014-57-0 [(2-isopropylphenyl)ethynyl]trimethylsilane 

Downstream Products

• 21866-30-8 1,1-dimethyl-2-phenyl-1H-indene 
• 1418135-64-4 1,1-dimethyl-3-(4-nitrophenyl)-2-phenyl-1H-indene 
• 1418135-65-5 1,1-dimethyl-3-(4-nitro-3-(trifluoromethyl)phenyl)-2-phenyl-1H-indene 
• 1418135-66-6 4-(1,1-dimethyl-2-phenyl-1H-inden-3-yl)benzonitrile 
• 1418135-67-7 1-(4-(1,1-dimethyl-2-phenyl-1H-inden-3-yl)phenyl)ethanone 
• 1418135-68-8 3-(4-chlorophenyl)-1,1-dimethyl-2-phenyl-1H-indene 
• 1418135-69-9 3-(4-fluorophenyl)-1,1-dimethyl-2-phenyl-1H-indene 
• 1418135-70-2 3-(4-iodophenyl)-1,1-dimethyl-2-phenyl-1H-indene 
• 1418135-71-3 3-(2-bromophenyl)-1,1-dimethyl-2-phenyl-1H-indene 
• 18949-22-9 1,1-dimethyl-2,3-diphenyl-1H-indene 
• 1418135-73-5 3-(4-methoxyphenyl)-1,1-dimethyl-2-phenyl-1H-indene 
• 1418135-74-6 2-(1,1-dimethyl-2-phenyl-1H-inden-3-yl)thiophene 
• 1418135-72-4 1,1-dimethyl-2-phenyl-3-p-tolyl-1H-indene 
• 26465-83-8 1,1-dimethyl-3-phenyl-1H-indene 

Relevant academic research and scientific papers

Novel oxime-palladacycle supported on clay composite as an efficient heterogeneous catalyst for Sonogashira reaction

A novel supported catalyst formed by an oxime-derived palladacycle supported on clay OxPdCy@clay is synthesized and characterized. This palladium composite promotes the Sonogashira reaction of aryl iodides, bromides and chlorides with terminal alkynes in polyethylene glycol200 at 85 or 130 °C using 0.05–0.1 mol% of palladium loading under copper and phosphine free conditions. This supported palladacycle, OxPdCy@clay, showed a superior catalytic activity than dimeric oxime-palladacycles. Mechanistic studies about the heterogeneous or homogeneous nature of the catalyst show that catalyst is working mainly under heterogeneous conditions. This supported palladacycle OxPdCy@clay can be recycled by simple centrifugation and reused for at least nine consecutive runs with small decrease in activity.

Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate

Arylation of terminal alkynes (16 varieties) by aryl iodides (28 varieties) was achieved with a mol ppm loading level of palladium catalyst, where a variety of functional groups including heteroarenes were tolerated. Thus, the arylations were carried out in the presence of palladium acetate at ppm loadings and potassium carbonate in ethanol at 80 °C to give the corresponding internal alkynes in good to excellent yields. Synthesis of 2-phenyl-3-(phenylalkynyl)benzofuran was achieved by iterative use of the alkyne arylation under mol ppm catalytic conditions. Reaction-rate analysis, transmission electron microscopic (TEM) examination of the reaction mixture, and mercury-amalgamation test were performed to gain insight into the active species of the highly active ppm catalytic species. TEM examination of the reaction mixture revealed that palladium nanoparticles were generated in situ under the reaction conditions, and their cluster size was variable during the catalytic reaction. A variation in size of palladium particles suggested that the composition-decomposition process of Pd aggregates should take place in situ via monomeric palladium(0) species and/or fine palladium(0) clusters, which might be real catalytic species in this reaction.

Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives

A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.

A guide to sonogashira cross-coupling reactions: The influence of substituents in aryl bromides, acetylenes, and phosphines

The conversion-time data for 168 different Pd/Cu-catalyzed Sonogashira cross-coupling reactions of five arylacetylenes (phenylacetylene; 1-ethynyl-2-ethylbenzene; 1-ethynyl-2,4,6-R3-benzene (R = Me, Et, i-Pr)) and Me3SiCCH with seven

Regioselective, stereoselective, and conformationally controlled synthesis of(η4-tetraarylcyclobutadiene)(η5- carbomethoxycyclopentadienyl)cobalt metallocenes

The Friedel - Crafts reaction of (η4- tetraphenylcyclobutadiene)(η5-carbomethoxycyclopentadienyl) cobalt with acid chlorides/aluminum chloride resulted exclusively in para-phenyl acylation. Both monoacylated (1.1 equiv of RCOCl/AlCl

Copper-free Sonogashira coupling in amine-water solvent mixtures

Extensive study of different amine-water solvent mixtures was carried out for copper free Sonogashira coupling of aryl iodides. The influence of the palladium sources, ligands, amine-water ratio and further additives was also evaluated. Application of sec-butylamine-water mixture proved to be an excellent medium for rapid and efficient coupling of aryl-iodides at ambient temperature in the presence of PdCl2(PPh3)2 as catalyst.

The effect of steric bulk in Sonogashira coupling reactions

The rates of Sonogashira coupling reactions using [Pd-PR3] complexes depend on a combination of the steric bulk of phosphines and substrates; however, below a critical cone angle of ca. 170° the catalytic activity drops drastically. The Royal S

Recyclable Sonogashira coupling reactions in an ionic liquid, effected in the absence of both a copper salt and a phosphine

(Bisimidazole)Pd(Me)Cl catalyzes an efficient and recyclable Sonogashira coupling reaction without copper salts or bulky phosphine ligands, in an ionic liquid.