87803-47-2

Upstream product

• 5029-67-4 2-iodopyridine 
• 1666-13-3 diphenyl diselenide 
• 109-04-6 2-bromo-pyridine 
• 645-96-5 Benzeneselenol 
• 1132-39-4 diphenylselenide 
• 109-09-1 2-chloropyridine 
• 407-76-1 pyridine-boron trifluoride 
• 14971-39-2 benzeneselenolate ion 

Relevant academic research and scientific papers

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Metal-free C-Se cross-coupling enabled by photoinduced inter-molecular charge transfer

Metal-free C-Se cross-couplingsviathe formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for the synthesis of a series of unsymmetrical diaryl selenides employing aryl bromides, aryl iodides as well as aryl chlorides under mild reaction conditions. The scale-up was readily achieved. UV-Vis spectroscopy measurements provide insight into the reaction mechanism.

Syntheses, characterization, and single crystal X-ray analysis of 2-pyridyl aryl selenium (IV) bromides and chlorides

In the present work, a variety of symmetrical and unsymmetrical 2-pyridyl aryl selenium (IV) chlorides or bromides were prepared by the dropwise addition of a dilute solution of bromine or sulfuryl chloride to the corresponding 2-pyridyl aryl selenide in dried organic solvent with continuous stirring at 0 °C. Removal of the solvent under reduced pressure resulted in the synthesis of, 2-pyridyl aryl selenium (IV) bromides or chlorides, respectively, in quantitative yields. The titled dihalides prepared were characterized by elemental analysis, spectroscopic studies, and single crystal X-ray analysis. Single crystal X-ray analysis revealed that the 2-pyridyl aryl selenium (IV) bromides/chlorides have a distorted trigonal bipyramidal structure. The pyridyl and phenyl rings along with a lone pair of electrons on selenium are at equatorial positions whereas chloride/bromide atoms at axial positions of the distorted trigonal bipyramidal structure.

Synthesis of 2-Organylchalcogenopheno[2,3-b]pyridines from Elemental Chalcogen and NaBH4/PEG-400 as a Reducing System: Antioxidant and Antinociceptive Properties

An alternative method to prepare 2-organylchalcogenopheno[2,3-b]pyridines was developed by the insertion of chalcogen species (selenium, sulfur or tellurium), generated in situ, into 2-chloro-3-(organylethynyl)pyridines by using the NaBH4/PEG-4

Efficient heterogeneous copper-catalysed C–Se coupling of aryl iodides with symmetrical diselenides towards unsymmetrical monoselenides

A highly efficient heterogeneous copper(I)-catalysed C–Se coupling of aryl iodides with diaryl diselenides was achieved in dimethylformamide at 110 °C under neutral conditions by using a 10 mol% of bipyridine-functionalised MCM-41-supported copper(I) complex [bpy-MCM-41-CuI] as the catalyst and magnesium as the reductive reagent, yielding a variety of unsymmetrical diaryl selenides in good to excellent yields. This heterogeneous copper catalyst can be easily recovered by a simple filtration of the reaction solution and recycled at least seven times without significant loss of activity.

Efficient synthesis of unsymmetrical heteroaryl thioethers and chalcogenides by alkali hydroxide-mediated SNAr reactions of heteroaryl halides and dichalcogenides

An efficient alkali hydroxide-mediated SNAr reaction of heteroaryl halides has been developed for the practical synthesis of the useful unsymmetrical heteroaryl thioethers and chalcogenides. The usually odorless, easily available, lowly toxic, and easily stored and handled diorganyl dichalcogenides can be used as safer and convenient chalcogen nucleophile precursors and diverse unsymmetrical heteroaryl chalcogenides can be obtained in good to high yields by the method.

Glycerol/hypophosphorous acid: An efficient system solvent-reducing agent for the synthesis of 2-organylselanyl pyridines

We describe herein an efficient and simple method to synthesize 2-organylselanyl pyridines by reactions of 2-chloropyridines with organylselenols, generated in situ by reaction of diorganyl diselenides, using glycerol as solvent and hypophosphorous acid (

An efficient copper(I) iodide catalyzed synthesis of diaryl selenides through Cse bond formation using solvent acetonitrile as ligand

A wide range of diaryl selenides can be synthesized through CSe bond formation using readily available copper(I) iodide as catalyst under mild reaction conditions (82C) from aryl iodides and diphenyl diselenide. In this coupling reaction, solvent acetonitrile acts as ligand for copper(I) iodide and no external ligand is required. Less reactive aryl bromides also provide the di-aryl selenides in good isolated yields. Georg Thieme Verlag Stuttgart ? New York.

CuS/Fe: A novel and highly efficient catalyst system for coupling reaction of aryl halides with diaryl diselenides

The CuS catalyzed coupling reactions of aryl halides and diaryl diselenides were accelerated by the addition of Fe powder in only 3-12 h with good to excellent yields. SEM-EDX indicated that the in situ iron oxides as support against catalyst agglomeration accelerated the reaction. This catalyst system was also demonstrated recyclable without significant loss of catalytic activity.

Synthesis of unsymmetrical pyridyl aryl selenides by the reductive cleavage of SeSe bond

An efficient protocol for the synthesis of novel hitherto unknown substituted and unsubstituted phenyl pyridyl selenides from dipyridyl/diphenyl diselenides and phenyl/pyridyl halides in the presence of copper catalysed system, Cu2O/Mg/bpy is being presen