61807-26-9

Upstream product

• 505-14-6 thiocyanogen 
• 74-86-2 acetylene 
• 71-43-2 benzene 
• 333-20-0 potassium thioacyanate 
• 100-52-7 benzaldehyde 
• 146064-45-1 diethyl (α-thiocyanatomethyl)phosphonate 
• 5153-67-3 nitrostyrene 
• 621-82-9 Cinnamic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1147550-11-5 ammonium thiocyanate 
• 100-42-5 styrene 
• 68901-41-7 C₈H₇F₅Si^(2-)*2K⁽¹⁺⁾ 
• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Electrosynthesis of (E)-vinyl thiocyanates from cinnamic acids via decarboxylative coupling reaction

Thiocyanate compounds are key intermediates in the synthesis of pharmaceuticals and other sulfur-containing organic compounds. Herein, we first report an electrochemical protocol to synthesize vinyl thiocyanates from decarboxylative coupling of cinnamic a

Denitrative thiocyanation of β-nitrostyrenes through visible light photoredox catalysis: An easy access to (E)-vinyl thiocyanates

Eosin Y efficiently catalyzes the aerobic visible light mediated formation of sp2 C-SCN bond through denitrative reaction of β-nitrostyrenes with ammonium thiocyanate in acetonitrile to afford (E)-vinyl thiocyanates in good to excellent yields.

Visible-Light-Mediated Decarboxylative Thiocyanation of Cinnamic acids: An Efficient Photocatalytic Approach to the Synthesis of (E)-Vinyl Thiocyanates

Abstract: A simple and novel methodology for the synthesis of vinyl thiocyanates from decarboxylative cross-coupling reaction of cinnamic acids with KSCN under the synergistic interactions of visible light irradiation, Cs2CO3, Rose Bengal as the photocatalyst and air as the terminal oxidant at room temperature is reported. The reaction takes place by a radical pathway as evidenced from our experiments and literature. The report is the first example on the visible-light mediated thiocyanation of cinnamic acids, which employs environmentally benign and inexpensive starting materials and is characterized by easily removable by-product CO2. Graphic Abstract: [Figure not available: see fulltext.]

Study on the stereoselective reactions of vinyl(phenyl)iodonium salts with sodium selenide, sodium sulfide, sodium azide and potassium thiocyanate

The reactions of vinyl(phenyl)iodonium salts with sodium selenide, sodium sulfide, sodium azide and potassium thiocyanate have been studied. Divinylic selenides, divinylic sulfides, vinylic azides and vinylic thiocyanates were synthesised stereoselectivel

Reaction of diethyl thiocyanatomethylphosphonate with aldehydes as a route to diethyl Z-1-alkenylphosphonates

Diastereoselective synthesis of diethyl Z-1-alkenylphosphonates from easily available diethyl thiocyanatomethylphosphonate and aromatic aldehydes has been developed. Olefination of the aldehydes occurs under mild conditions and affords the title compounds with moderate yields. A plausible mechanism of the above-mentioned reaction is also discussed.

New simple syntheses of (E)-1-azido- (or thiocyanato)-alk-1-enes from alk-1-ynes by hydroboration

Stereochemically pure (E)-1-azido- (or thiocyanato)-alk-1-enes have been synthesized in situ and in reasonable yields from alk-1-ynes upon hydroboration with disiamylborane followed by reactions with simple reagents; sodium azide (or potassium thiocyanate

(E)-alkenyl thiocyanates from (E)-alkenylpentafluorosilicates by the oxidative cleavage with copper(II) thiocyanate

(E)-Alkenylpentafluorosilicates react with copper(II) thiocyanate in DMF at ambient temperature to give (E)-alkenyl thiocyanates stereoselectively in high yields.

PSEUDOHALOGEN CHEMISTRY-VII. ADDITION OF THIOCYANOGEN TO ALKYNES

Thiocyanogen does not react with simple alkynes under heterolytic conditions in benzene at 20-25 deg C.Under homolytic conditions, addition occurs readily giving mixtures of E- and Z-dithiocyanatoalkenes with high E:Z ratios; prolonged treatment with excess reagent also leads to mixtures of the dithiocyanatoalkenes but usually with lower E:Z ratios.A radical-chain mechanism, involving preferential anti-addition of thiocyanogen in an initial kinetically-controlled reaction and subsequent thermodynamically-controlled isomerisation of the adducts, is proposed.The influence of substituents on the reaction rates and product ratios is discussed in terms of their steric effects.