21486-46-4

Upstream product

• 333-20-0 potassium thioacyanate 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 87456-64-2 α-tosyloxypropiophenone 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 93-55-0 1-phenyl-propan-1-one 
• 1147550-11-5 ammonium thiocyanate 
• 344790-87-0 1-butyl-3-methylimidazolium thiocyanate 
• 540-72-7 sodium thiocyanide 
• 6084-15-7 2-iodo-1-phenylpropan-1-one 
• 873-66-5 1-propenylbenzene 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 637-50-3 1-phenylpropene 
• 613-90-1 benzoyl cyanide 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 93020-55-4 5-methyl-4-phenyl-2-(N-phenylamino)thiazole 
• 1612226-18-2 1-phenyl-2-[(trifluoromethyl)sulfanyl]propan-1-one 

Relevant academic research and scientific papers

Direct α-thiocyanation of carbonyl and β-dicarbonyl compounds using potassium peroxydisulfate-copper(II)

A convenient approach for the direct α-thiocyanation of carbonyl and β-dicarbonyl compounds has been developed using ammonium thiocyanate as the thiocyanating agent and potassium peroxydisulfate as the oxidant in the presence of a catalytic amount of copp

α-Selective C(sp3)-H Thio/Selenocyanation of Ketones with Elemental Chalcogen

A facile method is disclosed for the synthesis of α-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.

Synthesis method of alpha-thiocyanoketone compound

The invention discloses a novel method for preparing an alpha-thiocyanone compound under a metal-free and additive-free catalytic reaction condition. A ketone derivative containing alpha-H, elemental sulfur and TMSCN are used as cyano sources to directly introduce thiocyano groups, the yield is good, and the substrate range is wide. The method has the advantages of being convenient, feasible, easy to operate, high in yield and environmentally friendly.

Visible-light-promoted thiocyanation of sp2C-H bonds over heterogeneous graphitic carbon nitrides

Mesoporous graphitic carbon nitride (mpg-C3N4) has been developed as a metal-free heterogeneous photocatalyst for thiocyanation transformations. The reaction proceeds efficiently by utilizing air as a green oxidant under mild reaction conditions, which affords SCN-containing compounds in moderate to excellent yields. Meanwhile, the practicality of this protocol is further demonstrated by the reusability of the mpg-C3N4photocatalyst and the scaled-up reaction. Furthermore, detailed mechanistic studies clearly demonstrate the role of oxygen.

Visible-Light-Mediated Additive-Free Decarboxylative Ketonization Reaction of Acrylic Acids: An Access to α-Thiocyanate Ketones

Visible-light-mediated additive-free decarboxylative functionalization of acrylic acids has been developed. The reaction uses inexpensive organic dye 9,10-dicyanoanthracene as a photocatalyst and uses the ubiquitous dioxygen as both an oxygen source and an oxidant. Through this mild and environmentally friendly method, a series of important α-thiocyanate ketones can be generated from easily available acrylic acids and ammonium thiocyanate. In addition, the facile transformation of product α-thiocyanate ketones makes this method have great potential for application in organic and pharmaceutical chemistry.

Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands

A family of three spatially directional resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- A nd environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic solvents. The recoverability and reusability of RCG catalytic systems, that is, RCG1 and RCG3, were also examined upon a simple extraction of the desired products using DCM or ethyl acetate, followed by subjecting the recovered aqueous solution containing the RCG catalysts to the next reaction cycles.

TMSCl-Catalyzed Electrophilic Thiocyano Oxyfunctionalization of Alkenes Using N-Thiocyano-dibenzenesulfonimide

Numerous electrophilic thiocyano oxyfunctionalization reactions of alkenes have been achieved using N-thiocyano-dibenzenesulfonimide, which is a new electrophilic thiocyanation reagent and could be easily prepared in two steps from dibenzenesulfonimide. T

N -Thiocyanato-dibenzenesulfonimide: A new electrophilic thiocyanating reagent with enhanced reactivity

A novel electrophilic thiocyanating reagent, N-thiocyanato-dibenzenesulfonimide, was prepared and exhibited enhanced electrophilicity with a wide scope of substrates. Thus, it reacted with activated aromatics such as phenols, indoles, anilines and anisoles without a catalyst giving the corresponding thicyanate derivatives in high yields, while TfOH for unactivated arenes and hetero aromatics and Zn(OTf)2 for ketones was used as the catalyst, respectively. It is noteworthy that internal alkenes and styrenes were bifunctionalized giving 1,2-amino thiocyanates in high yields.

Visible-Light-Promoted Difunctionalization of Olefins Leading to α-Thiocyanato Ketones

A simple and convenient visible-light-induced difunctionalization of alkenes with ammonium thiocyanate and dioxygen has been developed at room temperature. A series of α-thiocyanato ketones could be easily and efficiently obtained in moderate to good yields through the formation of C-S and C=O bonds simply by using nontoxic and inexpensive Na 2 -Eosin Y as a photocatalyst.

Redox Active Sodium Iodide/Recyclable Heterogeneous Solid Acid: An Efficient Dual Catalytic System for Electrochemically Oxidative α-C?H Thiocyanation and Sulfenylation of Ketones

An efficient electrochemically oxidative α-C?H thiocyanation and sulfenylation of ketones has been developed in a simple undivided cell under constant current condition.?The electrochemistry performs using NaI as the redox catalyst and heterogeneous solid salt Amberlyst-15(H) (A-15(H)) as proton catalyst?without the addition of external conductive salts. The protocol proved to be practical since the solid salt could be reused in up to five consecutive gram-scale runs without significant decrease in efficiency. Control experiments and cyclic voltammetry analysis disclose that the reaction proceeds likely via a cascade α-halogenation and subsequent thiocyanation or sulfenylation. (Figure presented.).