18797-94-9

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 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 
• 108-24-7 acetic anhydride 
• 74447-44-2 1-azido-2-(4-methoxyphenyl)ethane 
• 5676-64-2 (Z)-3-(4-methoxyphenyl)acrylic acid 
• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 86069-36-5 4-(p-methoxyphenyl)-3-buten-2-one oxime 
• 118653-19-3 Acetyl-[(E)-2-(4-methoxy-phenyl)-vinyl]-carbamic acid methyl ester 
• 118653-23-9 methyl(Z)-N-acetyl-N-<2-(4-methoxyphenyl)ethenyl>carbamate 
• 118653-07-9 [(Z)-2-(4-Methoxy-phenyl)-vinyl]-carbamic acid methyl ester 
• 118653-08-0 [(E)-2-(4-Methoxy-phenyl)-vinyl]-carbamic acid methyl ester 
• 60-35-5 acetamide 
• 6303-59-9 (Z)-1-bromo-2-(4-methoxyphenyl)ethene 
• 3179-10-0 (E)-1-methoxy-4-(2-nitrovinyl)benzene 

Downstream Products

• 556-02-5 tyrosine 
• 185244-97-7 2-chloro-5-(4-methoxyphenyl)-nicotinaldehyde 

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 and biological evaluation of N-acetyl-β-aryl-1,2-didehydroethylamines as new HIV-1 RT inhibitors in vitro

A variety of N-acetyl-β-aryl-1,2-didehydroethylamines were synthesized by direct reduction-acetylation of β-aryl-nitroolefins and assayed as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) for the first time. Compound 7a exhibited a TI value of >13.2 with CC50 value of >0.787 mM in C8166 cells. This structure-activity relationship (SAR) study provided a new lead for design and discovery of more potent and selective analogues act as NNRTIs.

Facile and selective synthesis of chloronicotinaldehydes by the Vilsmeier reaction

Eleven enamides were prepared by adopting different procedures. The various enamides prepared were subjected to Vilsmeier reaction using (i) POCl3/DMF; (ii) diphosgene/DMF; (iii) triphosgene/DMF leading to the formation of various multisubstituted chloronicotinaldehydes. Studies carried out indicate that Vilsmeier reagent concentration and the replacement of POCl3 by diphosgene or triphosgene, provides excellent selectivity and higher yields. Under modified reaction conditions one can get only chloronicotinaldehydes and not the chloropyridines as products. The various advantages in using diphosgene and triphosgene are illustrated. The mechanism of formation of chloronicotinaldehyde was discussed.

A new selective reduction of nitroalkenes into enamides

Conjugated nitroalkenes can be reduced into enamides by a combination of iron powder, a carboxylic acid, and the corresponding anhydride.

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.