864294-75-7Relevant academic research and scientific papers
A new multicomponent reaction for direct synthesis of primary γ-nitroamides
Montes D'Oca, Caroline R.,Da Silva, Jessica C.,Guedes, Esthefani P.,Montes D'Oca, Marcelo G.,Santos, Leonardo S.,Nachtigall, Fabiane M.,Russowsky, Dennis
, p. 98427 - 98433 (2016)
A new multicomponent reaction for direct synthesis of γ-nitroamides promoted by ammonium carbonate was developed. A series of γ-nitroamides were synthesized in 35-93% yield from Meldrum's acid, aromatic or aliphatic aldehydes, nitromethane and ammonium carbonate. A mechanistic pathway was proposed based on electrospray ionization mass spectrometry (ESI/MS) experiments.
New multicomponent reaction for the direct synthesis of β-aryl-γ-nitroesters promoted by hydrotalcite-derived mixed oxides as heterogeneous catalyst
D'Oca, Caroline R. M.,Naciuk, Fabricio F.,Silva, Jéssica C.,Guedes, Esthéfani P.,Moro, Celso C.,D'Oca, Marcelo G. M.,Santos, Leonardo S.,Natchigall, Fabiane M.,Russowsky, Dennis
, p. 285 - 298 (2016/12/18)
A new approach based on multicomponent/domino combined reactions for the synthesis of γ-nitroesters promoted by a mixed aluminium-magnesium oxides derived from hydrotalcite-like material was developed. Different γ-nitroesters were synthesized in 15-95percent yield using Meldrum's acid, aromatic aldehydes, nitromethane and different alcohols as reagents and solvents. The γ-aminobutyric acid derivatives, Phenibut and Baclofen, were prepared in 63 and 61percent overall yield, respectively, through a two steps synthetic strategy. A mechanistic pathway was proposed based on the gas chromatography mass spectrometry (GC-MS) and electrospray ionization mass spectrometry (ESI-MS) experiments.
Conjugate addition nitro-Mannich reaction of carbon and heteroatom nucleophiles to nitroalkenes
Anderson, James C.,Kalogirou, Andreas S.,Tizzard, Graham J.
, p. 9337 - 9351 (2015/03/05)
The conjugate addition nitro-Mannich reactions of ethyl-β-nitroacrylate (1) and β-nitrostyrene (2) with electron rich aromatic nucleophiles, stabilized carbanions, alcohols, amines, thiols, and diphenyl phosphine oxide were investigated. The one pot conju
Investigation of asymmetric michael addition of meldrum acid to conjugated nitroalkenes carried out in the presence of chiral amines
Kleczkowska,Sas
, p. 1457 - 1464 (2008/09/18)
Nitroalkenes reacted with Meldrum acid in the presence of chiral amines to give the adducts in high yields and limited enantiomeric excesses. The highest enantioselectivity was reached at 20°C in the presence of cinchona alkaloids (ee = 20-25%). Unexpectedly, ee of the product was decreased by temperature lowering.
Michael addition of nitromethane to isopropylidene 5-alkylidenemalonates
Li, Jing-Hua,Li, Zu-Guang,Chen, Qing-Guang
, p. 758 - 759 (2007/10/03)
The nitroethyl derivatives of isopropylidene malonate 2, which were unknown, are synthesised by way of Michael addition of nitromethane to isopropylidene 5-alkylidenemalonates, among them 2,2-dimethyl-5-[1-(nitromethyl) cyclohexyl]-1, 3-dioxane-4,6-dione
