951234-87-0

Upstream product

• 3032-92-6 4-cyanophenylacetylene 
• 141-78-6 ethyl acetate 
• 893748-15-7 4-(3-hydroxybut-1-yn-1-yl)benzonitrile 

Downstream Products

• 893748-15-7 4-(3-hydroxybut-1-yn-1-yl)benzonitrile 
• 1395473-67-2 4-((2R,3S)-3-acetyl-6-chloro-1,2,3,4-tetrahydroquinolin-2-yl)-benzonitrile 

Relevant academic research and scientific papers

Lewis-base-catalysed selective reductions of ynones with a mild hydride donor

Ynones are efficiently reduced with a mild hydride donor in the presence of a catalytic amount of nucleophilic phosphines. The reactions are selective 1,2-reductions that give propargyl alcohols in yields of up to 96%. It is proposed that success in these reactions depends on the activation of ynones by a Lewis base catalyst. A protic additive plays a key role in suppressing the undesired reaction pathways and accelerating the 1,2-reductions.

Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds

We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).

Phosphane-Catalyzed [3+3] Annulation of C,N-Cyclic Azomethine Imines with Ynones: A Practical Method for Tricyclic Dinitrogen-Fused Heterocycles

A phosphane-catalyzed [3+3] annulation of azomethine imines with ynones has been developed. Under mild reaction conditions, the reaction proceeds smoothly to afford tricyclic dinitrogen-fused heterocyclic compounds in moderate to excellent yields with moderate to excellent stereoselectivies. Using a chiral phosphine as the catalyst, the reaction could work to give the cycloadduct in moderate yield with moderate enantioselectivity. (Figure presented.) .

Aerobic oxidation of propargylic alcohols to αβ,-unsaturated alkynals or alkynones catalyzed by fe(NOH, TEMPO and sodium chloride in toluene

A practical aerobic oxidation of propargylic alcohols using Fe(NOH, TEMPO and sodium chloride in toluene at room temperature was applied to various type of propargylic alcohols affording ,-unsaturated alkynals or alkynones in good to excellent yields. This protocol could be applied in academic laboratories as well as in industrial-scale production.