115502-66-4

Upstream product

• 60-35-5 acetamide 
• 6303-59-9 (Z)-1-bromo-2-(4-methoxyphenyl)ethene 
• 108-24-7 acetic anhydride 
• 74447-44-2 1-azido-2-(4-methoxyphenyl)ethane 
• 5676-64-2 (Z)-3-(4-methoxyphenyl)acrylic acid 
• 118653-07-9 [(Z)-2-(4-Methoxy-phenyl)-vinyl]-carbamic acid methyl ester 
• 118653-29-5 [(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionyl]-[(Z)-2-(4-methoxy-phenyl)-vinyl]-carbamic acid methyl ester 

Downstream Products

• 18797-94-9 N-[(1E)-2-(4-methoxyphenyl)ethenyl]acetamide 

Relevant academic research and scientific papers

METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN

Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst u

Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid

Enamides were synthesized by a ruthenium-catalyzed one-pot, one-step procedure from alkyl azides and acid anhydrides. The substrate scope includes not only secondary azides, but also primary aliphatic ones to give a wide range of enamides containing vario

Regioselective Rh(I)-catalyzed sequential hydrosilylation toward the assembly of silicon-based peptidomimetic analogues

A highly regioselective Rh(I)-catalyzed hydrosilylation of enamides is presented. This mild protocol allows access to a wide variety of different arylsilanes with substitution at the β-position of the enamide and functionalization on the alkyl chain tethered to the silane. This protocol is extended to include a sequential one-pot hydrosilylation. Using diphenylsilane as the appendage point, hydrosilylation of a protected allyl alcohol followed by hydrosilylation of an enamide generates a complex organosilane in one step. This highly convergent strategy to synthesize these functionalized systems now provides a way for the rapid assembly of a diverse collection of silane-based peptidomimetic analogues.

Synthesis of Enamides

(Z)-3-Arylprop-2-enoic acids can be converted by the Curtius procedure, through the acyl azides, into (Z)-2-arylethenyl isocyanates, which with methanol give methyl (Z)-N-(2-arylethenyl)carbamates.Acylation of the (Z)-enecarbamates, through their anions, leads to methyl (Z)-N-acyl-N-(2-arylethenyl)carbamates, which on treatment with lithium iodide in boiling N,N-dimethylformamide or acetonitrile undergo demethoxycarbonylation to give (Z)-enamides.The stereospecific route to enamides can also be used in the E-series.Treatment of (Z)- or (E)-2-arylethenyl isocyanates with trifluoroacetic acid gives (E)-N-(2-arylethenyl)trifluoroacetamides,the anions of which, with acylating agents, give (E)-enamides directly.