2179-79-5

Usage

Uses

Used in Synthetic Chemistry:
Phenyl selenocyanate is used as a selenenylation agent for [application reason] in synthetic chemistry. It is particularly valuable for its ability to provide a specific source of nucleophilic and electrophilic selenium species, which are essential in various chemical reactions and processes.
Used in Pharmaceutical Industry:
Phenyl selenocyanate is used as a key intermediate in the synthesis of various pharmaceutical compounds for [application reason]. Its unique chemical properties allow for the development of novel drugs with potential therapeutic applications.
Used in Chemical Research:
Phenyl selenocyanate is used as a research tool for [application reason] in chemical research. Its ability to provide nucleophilic and electrophilic selenium species makes it an important compound for studying reaction mechanisms and developing new synthetic methodologies.

InChI:InChI=1/C7H5NSe/c8-6-9-7-4-2-1-3-5-7/h1-5H

Upstream product

• 2179-96-6 triselenium dicyanide 
• 603-33-8 triphenylbismuthane 
• 51950-93-7 copper selenocyanate 
• 2180-01-0 selenium(II) dicyanide 
• 587-85-9 diphenylmercury(II) 
• 123-75-1 pyrrolidine 
• 7677-24-9 trimethylsilyl cyanide 
• 110-91-8 morpholine 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 143-33-9 sodium cyanide 
• 21850-12-4 cycloperhydroisoindole 
• 496-15-1 1-indoline 
• 5707-04-0 Phenylselenyl chloride 
• 2408-36-8 lithium cyanide 

Downstream Products

• 1666-13-3 diphenyl diselenide 
• 42572-42-9 phenylselenium trichloride 
• 92463-14-4 o-nitrophenyl phenylselenyl sulfide 
• 65490-22-4 [1,1'-biphenyl]-4-yl(phenyl)selenide 
• 94800-49-4 3-methylphenyl phenyl selenide 
• 17774-38-8 ethyl phenyl selenide 
• 28622-58-4 phenyl selenosulfide 
• 5707-06-2 O,O-diethyl Se-phenyl phosphoroselenoate 
• 4346-64-9 selenoanisole 
• 63846-72-0 3-Phenylselanyl-cyclohex-1-enecarbonitrile 
• 62559-27-7 (2-bromoethyl)phenyl selenium dibromide 
• 62559-22-2 2-chloroethyl phenyl selenide dichloride 
• 63603-28-1 1-methoxy-1-phenyl-2-phenylselenoethane 
• 73090-31-0 (2-Methoxy-hexylselanyl)-benzene 

Relevant academic research and scientific papers

Synthesis of Thio-/Selenopyrrolines via SnCl4-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thio-/Selenocyanates

A straightforward protocol has been developed to access thio-/selenopyrrolines through a (3+2)-cycloaddition of aryl thio-/selenocyanates with donor-acceptor cyclopropanes (DACs) in the presence of SnCl4 as a Lewis acid catalyst. Further, good chemoselectivity was observed when DACs were treated with 3-cyano phenyl thiocyanate. These results suggest that thiocyanate is more reactive than nitrile moiety in such (3+2)-cycloaddition reactions.

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.

Preparation method of arylselenocyanate compound

The invention discloses a simple and convenient method for synthesizing arylselenocyanate through reaction of three components, namely arylboronic acid, selenium powder and TMSCN under the conditionsof no metal and no additive. The preparation method 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 aryl selenocyanates in a highly simple manner.

An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- And oxidant-free conditions

An electrochemical deborylative seleno/thiocyanation of arylboronic acids has been well established to synthesize the corresponding aryl seleno/thiocyanates with good functional group tolerance under ambient conditions. A gram-scale reaction has been performed to highlight the advantages of the protocol. Preliminary mechanistic studies indicate that the oxidation of the seleno/thiocyanate anion occurs prior to that of the arylboronic acid substrate in galvanostatic mode, and that free radicals are involved in the process.

Synthesis method of aryl selenocyanate compounds

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of aryl selenocyanate compounds. The method starts from arylboronic acid which is easy to obtain, KSeCN which is the cheapest is used as a selenocyanate source, environment-friendly pollution-free current is adopted as a reaction driver, and under conditions of air and a room temperature, arylselenocyanates are efficiently synthesized. Compared with a conventional aryl selenocyanate synthesis method, the method has the obvious advantages that reaction raw materials (including the arylboronic acid) are cheap and easy to obtain, the current causes the lowest pollution to the environment, multiple kinds of functional groups of aromatic rings have good tolerance, yields are high, and thelike. The method can be applied to synthesis of a wide variety of fields of medicines, materials, natural products and the like of the industrial circles and the academic circles.

Metal-Free ipso -Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide

The first ipso -selenocyanation of arylboronic acids is achieved using selenium dioxide and malononitrile under mild conditions. The reaction is successful even without metal or base in DMSO. The major advantages of this new method are an easy set-up, excellent yields, and the use of odorless and inexpensive selenium reagents. Basic conditions subsequently afford new access to diaryldiselenides in good yields without isolating the organoselenocyanate intermediates.

A convenient, transition metal-free synthesis of difluoromethyl selenoethers from organic selenocyanates and TMSCF2H

An efficient and transition metal-free method for the synthesis of aryl or alkyl difluoromethyl selenides (RSeCF2H) from the corresponding selenocyanates (RSeCN) and TMSCF2H/t-BuOK is described. The reaction performed in THF at 0 °C for 24 h or at room temperature for 6 h supplied a series of RSeCF2H in good to high yields. The successful preparation of difluoromethylselenolated sulfadimethoxine derivative and the scaled-up synthesis of 1-benzyl-5-((difluoromethyl)selanyl)indoline, as examples, suggested good practicability of this method. Advantages of the reaction include mild reaction conditions, good functional group tolerance, a wide range of substrates, and high efficiency. This protocol offered a number of novel difluoromethyl selenoethers, which would accelerate use of such compounds in the areas of life science.

Direct Photocatalytic S-H Bond Cyanation with Green cN Source

Herein we report a novel C-S bond cleavage and reconstruction strategy for the synthesis of thiocyanates through direct photocatalytic S-H bond cyanation from thiols and inorganic thiocyanate salts. In our strategy, the unprecedented example of cutting off C-S bond of SCN- to deliver the green CN sources is demonstrated. This transformation features nontoxic and inexpensive CN sources, available starting materials, metal-/base-/ligand-/peroxide-free, high step economy and mild conditions. It leads to the construction of various thiocyanates and some medicinally and biologically active thiocyanate-containing molecules.

Metal-free synthesis of unsymmetrical organoselenides and selenoglycosides

A one-pot, metal-free procedure has been developed to synthesize unsymmetrical organoselenides. In the first step of the reaction, arylation of potassium selenocyanate (KSeCN) with an iodonium reagent proceeds in the absence of a metal catalyst to produce

Nitromethane as a cyanating reagent for the synthesis of thiocyanates

Nitromethane has been developed to be an effective cyanating reagent for the synthesis of thiocyanates. In the presence of iodine and base, a wide range of disulfides were reacted with nitromethane smoothly to give diverse thiocyanates in moderate to good yields.