262-22-6

Usage

InChI:InChI=1/C12H8OSe/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8H

Upstream product

• 262-24-8 phenoxatellurine 
• 858241-42-6 phenoxaselenine-2-carboxylic acid 
• 855291-32-6 4-(2-selenino-phenoxy)-benzoic acid 
• 855291-30-4 4-(2-selenocyanato-phenoxy)-benzoic acid 
• 108238-09-1 2-phenoxyphenylboronic acid 
• 7025-06-1 1-bromo-2-phenoxybenzene 
• 95-56-7 2-hydroxybromobenzene 
• 591-50-4 iodobenzene 
• 85152-88-1 Bis(o-phenoxyphenyl) diselenide 

Downstream Products

• 74976-36-6 2-(4-Dicyanomethylene-cyclohexa-2,5-dienylidene)-malononitrile; compound with phenoxaselenine 

Relevant academic research and scientific papers

Synthesis of Selenaheterocycles via Visible-Light-Mediated Radical Cyclization

An approach for the synthesis of selenaheterocycles starting from aryl diazonium salts was developed. The one-pot process and subsequent visible-light-mediated silver-catalyzed cyclization enabled the synthesis of selenaheterocycles in the absence of a photocatalyst. The reactions were carried out under mild conditions without the use of toxic or sensitive reagents. (Figure presented.).

Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium

This work reports a green method for the synthesis of aryl selenocyanates via a three-component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal-free and additive-free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

Synthesis method of phenoxaselenin/phenothiselenium compounds

The invention discloses a synthesis method of phenoxaselenin/phenothiselenium compounds, wherein the synthesis method comprises the steps: cyclizing arylboronic acid substrates catalyzed by TMSCN andfree radicals of selenium powder to form C-Se bonds so as to construct six-membered or seven-membered phenoxaselenin/phenothiselenium compounds. The new strategy has the advantages of no metal participation, no additive promotion, wide substrate range and good functional group compatibility, and provides an efficient and green way for the preparation of various different benzo-selenium heterocyclic compounds in a highly concise manner.