14677-24-8Relevant academic research and scientific papers
Scalable synthesis of enaminones utilizing Gold's reagents
Schuppe, Alexander W.,Cabrera, James M.,McGeoch, Catherine L.B.,Newhouse, Timothy R.
, p. 3643 - 3651 (2017)
Several Gold's reagents were synthesized from cyanuric chloride and N,N-dialkylformamides. These synthetic equivalents of N,N-dimethylformamide dimethyl acetal were used in an optimized and scalable procedure for the regioselective synthesis of a variety
Synthesis of enaminones containing diverse N,N-disubstitution via simple transamination: a study with sustainable catalyst-free operation
Gao, Yong,Liu, Yunyun,Wei, Li,Wan, Jieping
, p. 5547 - 5555 (2017/09/23)
Abstract: A systematic investigation on the synthesis of β-enaminones containing diverse N,N-disubstitution via the transamination of N,N-dimethyl amino functionalized β-enaminones and secondary amines has been conducted by employing biomass available green solvent ethyl lactate as reaction medium. A class of β-enaminones containing different N,N-disubstitutions have been smoothly synthesized under the sustainable conditions without using any catalyst.
Cation-Anion Combination Reactions. 20. Reactions of Nucleophiles with trans-3-Methoxy- and trans-3-(Methylthio)acrylophenones
Ritchie, Calvin D.,Kawasaki, Atsushi
, p. 4704 - 4708 (2007/10/02)
The reactions of a number of nucleophiles with trans-3-methoxyacrylophenone (MeOAcr) and with trans-3-(methylthio)acrylophenone (MeSAcr) in water and methanol have been studied.The reactions of amines produce enamines as the first observable products, and primary amines show simple kinetics: first-order with respect to amine and first-order with respect to the acrylophenone.Piperidine reactions show kinetics which are consistent with a change in the rate-determining step with a change in amine concentration.Methoxylamine reactions produce the monooximes, and semicarbazide reactions produce the monosemicarbazone with MeOAcr but the disemicarbazone with MeSAcr.The reactions of hydroxide ion produced the enolate of benzoylacetaldehyde, which, at the high base concentration used in the MeSAcr reaction, was further converted to acetophenone and formate ion.Methoxide and cyanide ion reactions given addition across the double bond.Rate constants for the reactions of MeOAcr are 20-1000 times greater than those for corresponding reactions of MeSAcr.There is a very good correlation of the rate constants for reactions of nucleophiles with MeOAcr and those with 2,4-dinitrophenyl acetate in both water and methanol solution.
Muscle relaxants. 3rd communication: Development of acrylic acid derivatives of potential muscle relaxing activity
Kreutzberger,Kreutzberger
, p. 232 - 234 (2007/10/02)
With reference to the occurrence of C=C partial structures and alkyl carboxylate groupings in muscle relaxants, the synthesis of acrylic acid derivatives by the aminomethinylation procedure has been followed up. From the reaction of s-triazine (1) with methyl acetoacetate (2a) and piperidine (5a), methyl 2-acetyl-3-piperidino acrylate (6a) arises. Analogously, 3-pyrrolidinoacrylophenone (6b) and 3-morpholinoacrylophenone (6c) are formed. In the same manner, the 3-component reaction comprising the interaction of 1 with malononitrile (7) and a secondary amine (5) gives rise to the formation of the aminomethylenemalononitrile structure 8.
