22216-66-6

Upstream product

• 57079-95-5 di(p-anisyl)selenium(IV) chloride 
• 100-66-3 methoxybenzene 
• 141982-42-5 4-(4-hydroxyphenylselanyl)phenol 
• 74-88-4 methyl iodide 
• 612-62-4 2-Chloroquinoline 
• 14971-39-2 benzeneselenolate ion 
• 696-62-8 para-iodoanisole 
• 25862-14-0 bis-{4-methoxy-phenyl}-selenoxyde 
• 201230-82-2 carbon monoxide 
• 38762-70-8 bis(4-methoxyphenyl)diselenide 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 7446-08-4 selenium(IV) oxide 
• 7732-18-5 water 

Downstream Products

• 33834-54-7 bis(p-methoxyphenyl) selenone 
• 25862-14-0 bis-{4-methoxy-phenyl}-selenoxyde 
• 57079-95-5 di(p-anisyl)selenium(IV) chloride 
• 105824-09-7 dibromo-bis-(4-methoxy-phenyl)-λ⁴-selane 
• 7782-49-2 selenium 
• 141982-42-5 4-(4-hydroxyphenylselanyl)phenol 
• 835629-63-5 1,2-bis(4-hydroxyphenyl)diselane 
• 108-95-2 phenol 
• 38762-70-8 bis(4-methoxyphenyl)diselenide 
• 100-66-3 methoxybenzene 
• 35921-83-6 1-methoxy-4-[(phenylmethyl)seleno]benzene 

Relevant academic research and scientific papers

An electrochemical method for deborylative selenylation of arylboronic acids under metal- and oxidant-free conditions

An efficient protocol to synthesize aryl selenoethers through deborylative selenylation of widely available arylboronic acids has been established under electrochemical conditions in the absence of metal catalyst and external oxidant. The synthesis of bio

Alternative Metal-Free Synthesis of Diorganoyl Selenides and Tellurides Mediated by Oxone

We herein describe an alternative metal-free methodology for the synthesis of diorganyl selenides and tellurides mediated by Oxone . The products were obtained in moderate to excellent yields by reactions of diorganyl diselenides or ditellurides with aryl boronic acids mediated by Oxone with use of EtOH as the solvent. The methodology is applicable to a broad scope of diorganyl dichalcogenides and aryl boronic acids containing electron-rich, electron-poor, and sterically hindered substituents.

Combination of Lewis Basic Selenium Catalysis and Redox Selenium Chemistry: Synthesis of Trifluoromethylthiolated Tertiary Alcohols with Alkenes

A new and efficient method for diaryl selenide catalyzed vicinal CF3S hydroxylation of 1,1-multisubstitued alkenes has been developed. Various trifluoromethylthiolated tertiary alcohols could be readily synthesized under mild conditions. This method is also effective for the intramolecular cyclization of alkenes tethered by carboxylic acid, hydroxy, sulfamide, or ester groups and is associated with the introduction of a CF3S group. Mechanistic studies have revealed that the pathway involves a redox cycle between Se(II) and Se(IV) and Lewis basic selenium catalysis.

Metal free synthesis of diaryl selenides using SeO2as a selenium source

A simple, efficient, and eco-friendly synthetic protocol has been developed for the preparation of diaryl selenium compounds. To the best of our knowledge, this is the first Letter on the use of selenium dioxide as selenium source for the synthesis of diaryl selenides. Compared with other selenium sources the new source SeO2gives an environment-friendly and low-cost synthetic route, which may be useful for large-scale synthesis.

Diarylation of chalcogen elements using arylboronic acids via copper- or palladium-catalyzed oxidative coupling

Transition metal-catalyzed diarylations of sulfur, selenium and tellurium were achieved using arylboronic acids in air. A copper-catalyzed reaction of sulfur or selenium efficiently yielded numerous symmetrical diaryl sulfides or selenides in the presence of NH4BF4. However, the diarylation of tellurium was not possible using this method, and required a palladium catalyst in the presence of KI and air for the reaction to proceed.

Silver-Catalyzed Synthesis of Diaryl Selenides by Reaction of Diaryl Diselenides with Aryl Boronic Acids

We described herein our results on the silver-catalyzed synthesis of diaryl selenides via a cross-coupling reaction of diaryl diselenides with aryl boronic acids. The methodology is tolerant to electron-donor and electron-withdrawing groups at the substrates and the desired products were obtained in good to excellent yields.

Organoselenium and DMAP co-catalysis: Regioselective synthesis of medium-sized halolactones and bromooxepanes from unactivated alkenes

A catalytic system consisting of bis(4-methoxyphenyl)selenide and 4-(dimethylamino)pyridine (DMAP) has been developed for the regioselective synthesis of medium-sized bromo/iodo lactones and bromooxepanes possessing high transannular strain. 77Se NMR, mass spectrometry and theoretical studies reveal that the reaction proceeds via a quaternary selenium intermediate.

Simple and efficient copper-catalyzed synthesis of symmetrical diaryl selenides from triarylbismuthanes and selenium under aerobic conditions

Symmetrical diaryl selenides were synthesized in moderate-to-excellent yields by Cu-catalyzed C(aryl)–Se bond formation followed by the reaction of triarylbismuthanes with elemental Se in the presence of Cu(OAc)2 and 1,10-phenanthroline (10 mol%) under aerobic conditions. This reaction proceeded efficiently: All the aryl groups on Bi were transferred to the coupling products.

Synthesis of 9-oxoselenoxanthenium and triarylselenonium hexafluorophosphates

The selenoxides forming 9-oxoselenoxanthenium and triaryl selenonium hexafluorophosphates via interaction with heptyl phenyl ether and anisole in the MeSO3H-P2O5 mixture followed by treatment with KPF6 have been obtained via selenoxantene-9-one and diphenyl selenide derivatives oxidation with m-chloroperoxybenzoic acid or hydrogen peroxide.

The Chan-Lam reaction of chalcogen elements leading to aryl chalcogenides

A copper-catalyzed chalcogenation of arylboronic acids with elemental sulfur or selenium is established, which provides diaryl disulfides or diaryl monoselenides in moderate to good yields with excellent selectivities, respectively. Moreover, after sequential reduction and coupling with aryl/alkyl iodides in one pot, unsymmetrical monosulfides were obtained in good yields.