52688-22-9

Upstream product

• 26480-84-2 3-bromo-4-(4-nitro-phenyl)-but-3-en-2-one 
• 52688-13-8 2-Iod-1-p-nitrophenyl-1-buten-3-on 
• 35487-34-4 3-(4-nitrophenyl)prop-2-ynal 
• 111887-20-8 4-(4'-nitrophenyl)-3-butyn-2-ol 
• 636-98-6 p-nitrobenzene iodide 
• 1423-60-5 methyl ethynyl ketone 

Downstream Products

• 111887-20-8 4-(4'-nitrophenyl)-3-butyn-2-ol 
• 78791-05-6 Fe[S₂C(COCH₃)(NO₂C₆H₄)C]CO(P(OCH₃)3)P(CH₃)3 

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.

Highly efficient synthesis of benzodioxins with a 2-site quaternary carbon structure by secondary amine-catalyzed dual Michael cascade reactions

Salicylic acids and substituted ynones were employed as substrates to afford a class of valuable 4H-benzo[d][1,3]dioxin-4-ones with a 2-site quaternary carbon structure in up to 92% yield by secondary amine-catalyzed dual Michael cascade reactions under mild reaction conditions. The α,β-unsaturated ketone as the key intermediate in the cascade process was successfully separated and characterized. As a result, a new reaction route for ynone species is demonstrated, which is totally different from the existing allenamine activation model.

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.