17582-85-3

Upstream product

• 98-80-6 phenylboronic acid 
• 100-42-5 styrene 
• 1005197-05-6 4-tert-butylphenyl 1,1,2,2-tetrafluoroethanesulfonate 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 536-74-3 phenylacetylene 
• 3262-89-3 triphenylboroxine 
• 943-27-1 4'-t-butylacetophenone 
• 98-86-2 acetophenone 
• 14428-98-9 N-benzyl-N-(1-phenylethylidene)amine 
• 90006-76-1 3-methyl-3-phenyl-diaziridine 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 98-88-4 benzoyl chloride 
• 253185-03-4 tert-butylbenzene 

Downstream Products

• 22679-54-5 4-tert-butylbenzophenone 
• 94788-62-2 1-(tert-butyl)-4-(1-phenylethyl)benzene 
• 124419-83-6 1,3-Bis(4-tert-butylphenyl)-1,3-diphenyl-1-propen 

Relevant academic research and scientific papers

Deaminative carbonylative coupling of alkylamines with styrenes under transition-metal-free conditions

A transition-metal-free deaminative carbonylation of alkylamines with styrenes has been developed. The reaction shows good functional group compatibility and various α,β-unsaturated ketones were obtained in moderate to good yields. The alkyl radical generated from Katritzky salts via base-promoted C-N bond cleavage is one of the key intermediates in this reaction. This journal is

Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions

Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.

Metal-free oxidative cross-coupling of diazirines with arylboronic acids

We report herein a metal-free cross-coupling of diazirines with arylboronic acids under oxidative conditions. The reaction affords a series of substituted olefins. It is proposed that the interaction between the nitrogen on diazirine with arylboronic acid plays a key role in this transformation.

Olefin Preparation via Palladium-Catalyzed Oxidative De-Azotative and De-Sulfitative Internal Cross-Coupling of Sulfonylhydrazones

A novel reactivity of sulfonylhydrazones under Pd catalysis is described, where SO2 and N2 are formally extruded to afford the product of an apparent internal coupling reaction. The reaction is effective with both carbocyclic and heterocyclic aromatic precursors.

Regioselective Heck reaction of aliphatic olefins and aryl halides

A regioselective Heck reaction of aliphatic olefins and aryl bromides is realized at internal carbons of olefins. Methanol solvent promoted halide ionization from neutral arylpalladium halide complexes via hydrogen bonding, so as to create cationic aryl-Pd species for regioselective olefin insertion.

Selective cine substitution of 1-arylethenyl acetates with arylboron reagents and a diene/rhodium catalyst

When the crowd says Bo: A carbon-carbon bond is selectively formed at the β position of 1- arylethenyl acetate when the alkenyl substrate is reacted with arylboronic acids in the presence of a cycloocta-1,5-diene/rhodium catalyst. The choice of the ligand is crucial for the unusual cine substitution. Copyright

Construction of polysubstituted olefins through Ni-Catalyzed direct activation of Alkenyl C-O of substituted alkenyl acetates

(Figure Presented) Reliable companion: For the first time cross-coupling between alkenyl acetates and arylboroxines/PhZnCl has been developed via Ni catalysis. Alkenyl acetates could be well-differ-entiated from aryl acetates (see scheme). This reliable method provides a convenient pathway to construct polysubstituted styrene derivatives.

Preparation and synthetic applications of aryl tetraflates (ArOSO 2CF2CF2H)

(Chemical Equation Presented) We have recently developed an improved synthetic route to 1,1,2,2-tetrafluoroethanesulfonic acid (HCF 2CF2SO3H, TFESA) and explored the applications of this newly available superacid in catalysis. Low volatility, ease of handling, and a convenient 1H NMR handle make this acid an attractive alternative to triflic acid. TFESA can also be converted to several of its derivatives: anhydride, sulfonyl chloride, and sulfonyl fluoride, which provide a good entry point for the synlhesis of aryl sulfonates. We prepared several aryl esters of 1,1,2,2-tetrafluoroethanesulfonic acid (aryl tetraflates) and showed that they can be used in a number of palladium-catalyzed coupling reactions (Suzuki, Heck, and Buchwald-Hartwig couplings). While the reactivity of tetraflates lies between that of triflates and chlorides, tetraflates appear to be more thermally stable. Additionally, the presence of a hydrogen atom in the tetraflate group facilitates monitoring of reactions and characterization of derivatives.

Direct synthesis of 1,1-diarylalkenes from alkenyl phosphates via nickel(0)-catalysed Suzuki-Miyaura coupling

A combination of Ni(COD)2 and PCy3 promotes effectively the Suzuki-Miyaura cross coupling of 1-arylalkenyl phosphates with aryl boronic acids with yields attaining 99%. The Royal Society of Chemistry 2006.