56570-43-5Relevant academic research and scientific papers
A Method for the Preparation of β-Amino-α,β-unsaturated Carbonyl Compounds: Study of Solvent Effect and Mechanism
R. S., Reyno,Sugunan, Akash,S., Ranganayakulu,Suresh, Cherumuttathu H.,Rajendar, Goreti
supporting information, p. 1040 - 1045 (2020/02/15)
An efficient method for the preparation of β-amino-α,β-unsaturated carbonyl compounds is demonstrated. Bench-stable sodium 3-oxo-enolates were prepared from carbonyl compounds, and reacted with amines in the presence of an acid and a desiccant. DFT studie
Access to Highly Enantioenriched Donepezil-like 1,4-Dihydropyridines as Promising Anti-Alzheimer Prodrug Candidates via Enantioselective Tsuji Allylation and Organocatalytic Aza-Ene-Type Domino Reactions
??n?a?, Mihaela-Liliana,Azzouz, Rabah,Peauger, Ludovic,Gembus, Vincent,Petit, Emilie,Bailly, Laetitia,Papamica?l, Cyril,Levacher, Vincent
supporting information, p. 10231 - 10240 (2018/07/25)
This work aims at exploiting both the enantioselective Tsuji allylation of allyl carbonate 6 and an organocatalytic aza-ene-type domino reaction between enal 3a and β-enaminone 4a to develop a straightforward access to all of the four possible stereoisomers of a donepezil-like 1,4-dihydropyridine 1a (er up to 99.5:0.5; overall yield up 64%), an anti-Alzheimer's prodrug candidate. This strategy was extended to the preparation of other enantioenriched 1,4-dihydropyridines 1b-i (eight examples), highlighting its potential in the development of these chiral AChE inhibitors.
Microwave-assisted palladium-catalyzed allylation of β-enaminones
Erray, Imen,Rezgui, Farhat,Oble, Julie,Poli, Giovanni
supporting information, p. 2196 - 2200 (2014/11/12)
A new palladium-catalyzed approach for the C-allylation of β-enaminones under microwave irradiation is reported. This methodology provides an easy access to a variety of α-allylated enaminones. The reaction takes place with the preservation of the enamine function, which is poised for further transformations towards nitrogen-containing heterocycles. Georg Thieme Verlag Stuttgart New York.
Aza-annulation of enaminones with itaconic anhydride: Kinetic preference for exocyclic enamide products
Hadden, Mark,Nieuwenhuyzen, Mark,Potts, Deirdre,Stevenson, Paul J.
, p. 3437 - 3441 (2007/10/03)
Enaminones react with itaconic anhydride in methylene chloride at room temperature to give exocyclic enamides as the major products. These can be readily equilibrated to the thermodynamically more stable endocyclic enamides. In substrates where the exocyc
Regio- and Stereo-selective Synthesis of β-Sulphonyl-α,β-Unsaturated Carbonyl Compounds via an Iodosulphonylation-Dehydroiodination Raction
Najera, Carmen,Baldo, Beatriz,Yus, Miguel
, p. 1029 - 1032 (2007/10/02)
α,β-Unsaturated carbonyl compounds underwent regiospecific iodosulphonylation with toluene-p-sulphonyl iodide or sodium toluene-p-sulphinate and iodine to afford products (2), which were stereoselectively dehydroiodinated by triethylamine to give β-sulphonyl derivatives (3).The reactivity of compounds (3) as cationic β-acylvinyl equivalents, tested with amines or thiophenol, gave compounds (4) resulting from a displacement reaction.
