1021867-75-3Relevant academic research and scientific papers
Sequential Michael addition/retro-Claisen condensation of 1,3-diarylpropan-1,3-diones with nitrostyrenes: one-step synthesis of 4-nitro-1,3-diarylbutan-1-ones
Li, Zheng,Lu, Hao,Liu, Zhenrong,Ma, Xiaolong
, (2019/03/29)
Abstract : The sequential Michael addition/retro-Claisen condensation of 1,3-diarylpropan-1,3-diones with nitrostyrenes is described. 4-Nitro-1,3-diarylbutan-1-ones were efficiently synthesized in good to high yield under mild, transition-metal-free condition. This one-step method involving sequential carbon-carbon bond formation and cleavage provides a good alternative to the synthesis of various γ-nitro ketones. Graphical abstract: The sequential Michael addition/retro-Claisen condensation of 1,3-diarylpropan-1,3-diones with nitrostyrenes is described. 4-Nitro-1,3-diarylbutan-1-ones were efficiently synthesized in good to high yield under mild and transition-metal-free condition. [Figure not available: see fulltext.].
Synthesis of a New N-Diaminophosphoryl-N'-[(2S)-2-pyrrolidinylmethyl]thiourea as a Chiral Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones – Application in Cascade Processes for the Synthesis of Polyc
Cruz-Hernández, Carlos,Martínez-Martínez, Eduardo,Hernández-González, Perla E.,Juaristi, Eusebio
supporting information, p. 6890 - 6900 (2018/11/23)
A highly diastereoselective and enantioselective Michael addition of enolizable ketones such as cyclohexanone and acetophenone to a variety of substituted trans-?-nitrostyrenes and chalcones was catalyzed by a novel chiral and unsymmetrical thiourea as or
Enantioselective addition of aryl ketones and acetone to nitroalkenes organocatalyzed by carbamate-monoprotected cyclohexa-1,2-diamines
Flores-Ferrndiz, Jess,Stiven, Alexander,Sotorros, Lia,Gmez-Bengoa, Enrique,Chinchilla, Rafael
, p. 970 - 979 (2015/09/01)
Enantiomerically pure carbamate-monoprotected trans-cyclohexane-1,2-diamines are used as chiral organocatalysts for the addition of aryl ketones and acetone to nitroalkenes to give enantioenriched β-substituted γ-nitroketones. The reaction was performed i
Synergistic effect of ultrasound and deep eutectic solvent choline chloride-urea as versatile catalyst for rapid synthesis of β-functionalized ketonic derivatives
Yadav, Urmiladevi Narad,Shankarling, Ganapati Subray
, p. 188 - 193 (2014/04/03)
A green protocol for efficient synthesis of β-functionalized ketonic derivatives is achieved with the combination of ultrasound and the deep eutectic solvent (DES) choline chloride-urea [ChCl:urea (1:2)]. Under optimized conditions, nucleophilic attack of active methylene on α,β- unsaturated ketones gives the conjugate addition product in the short span of 40-50 min an excellent yield of 89-95%. The experimental procedure is very simple, easy to set up, solvent free and completely eliminates the use of any toxic metal catalyst. The use of ChCl:urea as a biodegradable, recyclable and reusable catalyst (up to five cycles) further increases the scope of the developed methodology.
