78617-33-1

Upstream product

• 135-19-3 β-naphthol 
• 5707-04-0 Phenylselenyl chloride 
• 13154-11-5 (benzylseleninyl)benzene 
• 34837-55-3 Phenylselenyl bromide 
• 645-96-5 Benzeneselenol 
• 71098-88-9 N-phenylselanylphthalimide 
• 1666-13-3 diphenyl diselenide 
• 2033-42-3 1-iodo-2-hydroxynaphthalene 
• 78617-35-3 benzeneseleninyl selenenate 
• 17697-12-0 benzeneseleninic anhydride 

Downstream Products

• 1666-13-3 diphenyl diselenide 
• 524-42-5 1,2-naphthoquinone 

Relevant academic research and scientific papers

Chalcogenylation of Naphthalene Derivatives Catalyzed by Iron(III) Chloride and Potassium Iodide

We have developed an efficient chalcogenylation of electron-rich naphthalene derivatives catalyzed by FeCl 3and KI. The methodology provides access to several nonsymmetrical diorganoyl chalcogenides (S, Se) by selective C1 chalcogenylation of 2

Aerobic Cross-Dehydrogenative Coupling Reactions for Selective Mono- And Dithiolation of Phenols

A highly efficient strategy for the direct thiolation of phenols under transition metal-free and solvent-free conditions has been developed. These reactions are operationally simple with employing air (molecular oxygen) as an ideal oxidant and can selectively provide mono- and dithiolation products in good to excellent yields under basic conditions. The reaction tolerates a broad range of aryl thiols and arenes and is especially applicable for large-scale synthesis.

Metal-Free Synthesis of Phenol-Aryl Selenides via Dehydrogenative C-Se Coupling of Aryl Selenoxides with Phenols

Herein, we disclose the synthesis of diaryl selenides through an unexpected C-Se coupling between aryl benzyl selenoxides and phenols. The synthetic significance of the method is that it provides a mild, rapid, and metal-free access to organoselenides in high yields with excellent functional group tolerance. This coupling of aryl benzyl selenoxides reveals a completely new reaction possibility compared with aryl sulfoxides. We also probed the reaction mechanism of this unexpected transformation through experimental studies and revealed a special Se(IV)-Se(III)-Se(II) reaction pathway.

C–H functionalization of (hetero)arenes: Direct selanylation mediated by Selectfluor

The direct selanylation of a diverse array of (hetero)arenes, including imidazo[2,1-b]thiazole, imidazo[1,2-a]pyridine, 1H-indole, 1H-pyrazole, isoxazole and naphthalen-2-ol is presented. The reactions are mediated by Selectfluor, as a stable, easy to han

Electrochemical Oxidative C(sp2)–H Bond Selenylation of Activated Arenes

Herein, we report an electrochemical oxidative C(sp2)–H selenylation of activated arenes. The reaction proceeds in an undivided electrochemical cell at Pt-electrodes in the presence of KI as the supporting electrolyte, which could suffer oxidat

Atom-economical selenation of electron-rich arenes and phosphonates with molecular oxygen at room temperature

Organoselenium and selenophosphorus compounds are ubiquitously found in biologically active compounds, agrochemicals, functionalized materials etc. Although selenium is a micronutrient and an essential trace element, its contamination/consumption in highe

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: A metal free approach

In this report, the highly efficient Rose Bengal-catalysed C(sp2)-H selenylation of indoles, imidazoles and arenes was achieved using a half molar equiv. of diorganoyl diselenides. This metal-free, photo-induced protocol resulted in selenylated

NIS/TBHP Induced Regioselective Selenation of (Hetero)Arenes via Direct C?H Functionalization

A simple and efficient method for the regioselective selenation of (hetero)arenes via direct C?H functionalization has been established using NIS and TBHP. The present protocol is compatible with different functional groups, and suitable for various (hete

Solvent- and Metal-Free Chalcogenation of Bicyclic Arenes Using I2/DMSO as Non-Metallic Catalytic System

We have developed a green and efficient protocol for the chalcogenation of bicyclic arenes by using I2/DMSO as catalytic system under solvent- and metal-free conditions. This protocol allows access to several chalcogenated bicyclic arenes throu