19079-89-1

Upstream product

• 100-42-5 styrene 
• 1532-97-4 4-bromoisoquinoline 
• 119-65-3 isoquinoline 
• 55270-33-2 4-iodo-isoquinoline 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 93830-62-7 diethyl (4-isoquinolyl)borane 

Downstream Products

• 80998-95-4 4-phenethylisoquinoline 

Relevant academic research and scientific papers

Halogen Bond-Assisted Electron-Catalyzed Atom Economic Iodination of Heteroarenes at Room Temperature

A halogen bond-assisted electron-catalyzed iodination of heteroarenes has been developed for the first time under atom economic condition at room temperature. The iodination is successful with just 0.55 equiv of iodine and 0.50 equiv of peroxide. The kinetic study indicates that the reaction is elusive in the absence of a halogen bond between the substrate and iodine. The formation of a halogen bond, its importance in lowering the activation barrier for this reaction, the presence of radical intermediates in a reaction mixture, and the regioselectivity of the reaction have been demonstrated with several control experiments, spectroscopic analysis, and quantum chemical calculations. Allowing the formation of the halogen bond may offer a new strategy to generate the reactive radical intermediates and to enable the otherwise elusive electron-catalyzed reactions under mild reaction conditions.

Microwave-assisted C-C cross-coupling reactions of aryl and heteroaryl halides in water

The catalytic activity of a benzimidazole-oxime Pd(II)-complex towards Suzuki and Heck C-C cross-coupling reactions of activated and deactivated aryl- and heteroaryl bromides under microwave irradiation as well as thermal heating using water as a green solvent was evaluated. The turnover frequency reached 420,000 under microwave condition ARKAT USA, Inc.

Carbon-carbon cross-coupling reactions under continuous flow conditions using poly(vinylpyridine) doped with palladium

Coordinative immobilization of an oxime-based pallada-cycle to poly(vinylpyridine)/glass composite materials shaped as Raschig rings or placed within the PASSflow microreactor affords technical devices that are well suited for performing palladium-catalyzed carbon-carbon cross-coupling reactions in the flow-through mode. Reusability of the immobilized precatalyst as well as applications in the microwave field were investigated. Experiments with thiol- and pyridine-based scavengers were carried out, which revealed that the active palladium species is likely to be composed of nanoparticles of unknown nature and that the poly(vinylpyridine) carrier has scavenging properties for these particles. Georg Thieme Verlag Stuttgart.

Heck reaction with heteroaryl halides in the presence of a palladium-tetraphosphine catalyst

cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/1/2[PdCl (C3H5)]2 system catalyses efficiently the Heck reaction of heteroaryl halides with n-butyl acrylate, styrene, vinylpyridine and vinyl ether derivatives. High turnover numbers can be obtained for the reactions with halo pyridines, quinolines, furans or thiophenes.

THE SYNTHESIS OF 4-SUBSTITUTED ISOQUINOLINE DERIVATIVES FROM DIETHYL(4-ISOQUINOLYL)BORANE

Syntheses of 4-substituted isoquinolines by the palladium-catalyzed cross-coupling reactions of diethyl(4-isoquinolyl)borane with organic halides are described.