14893-83-5Relevant academic research and scientific papers
Reactions of 3-methyl-2-oxopyrazolidinium ylides with phenylsulfonylacrylonitriles
Dürüst, Ya?ar,Sa?irli, Eda,Sa?irli, Akin
, p. 9307 - 9312 (2015)
A series of methyl oxopyrazolidinium ylides was reacted with (E)-3-(2-hydroxyphenyl)-2-(phenylsulfonyl)acrylonitrile and 2-phenylsulfonyl acrylonitrile to give rise to (1R,2S,3S)-5-methyl-7-oxo-1,3-p-substituteddiphenyl-2-(phenylsulfonyl)-hexahydropyrazolo[1,2-a]pyrazole-2-carbonitriles through a sequential reaction accompanying methyl pyrazolone and o-quinone methide releases possibly instead of an anticipated cycloaddition process and 1,3-dipolar cycloaddition route. All the new products were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements. In addition, a plausible mechanism is proposed for hydroxyphenyl substituted acrylonitrile case.
Visible-Light-Mediated α-Amino Alkylation of Azomethine Imines: An Approach to N-(β-Aminoalkyl)pyrazolidinones
Matsuo, Bianca T.,Correia, José Tiago M.,Paix?o, Márcio W.
supporting information, p. 7891 - 7896 (2020/11/02)
Herein, a mild and robust photocatalytic protocol for the combination of amino and pyrazolidinone functionalities through a radical α-amino alkylation of azomethine iminium ions is demonstrated. This method presents a high functional group tolerance provi
[3 + 2]-Cycloadditions of Azomethine Imines and Ynolates
Winterton, Sarah E.,Ready, Joseph M.
supporting information, p. 2608 - 2611 (2016/06/15)
A novel [3 + 2]-cycloaddition between azomethine imines and lithium ynolates is described to synthesize bicyclic pyrazolidinones. These bicyclic pyrazolidinones are versatile intermediates to form β-amino acids and monocyclic pyrazolidinones. High diaster
Microwave-assisted regioselective [1,3]-dipolar cycloaddition of 3-methyl-2-(substitutedbenzylidene)-5-oxopyrazolidin-2-ium-1-ides to benzothiophene 1,1-dioxide
Dürüst, Yaar,Sairli, Eda,Sairli, Akin
, p. 789 - 800 (2015/08/06)
A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH )-one 6,6-dioxides under microwave irradiation an
Copper(I) acetate-catalyzed cycloaddition between azomethine imines and propiolates under additive-free conditions
Shao, Changwei,Zhang, Qun,Cheng, Guolin,Cheng, Chuanjie,Wang, Xinyan,Hu, Yuefei
, p. 6443 - 6448 (2013/10/21)
Because propiolates easily undergo base-catalyzed self-Michael addition, most popular catalytic systems in CuAAC cannot be used in the cycloaddition between azomethine imines and propiolates, because such reactions usually require the use of tertiary amin
Copper(I) zeolites as heterogeneous and ligand-free catalysts: [3+2] cycloaddition of azomethine imines
Keller, Murielle,Sani Sido Souna, Abdelkarim,Pale, Patrick,Sommer, Jean
supporting information; experimental part, p. 2810 - 2817 (2009/12/04)
Copper(I)-exchanged zeolites were used as heterogeneous ligand-free catalysts for [3+2] cycloaddition of azomethine ylides, which allows versatile, efficient, and highly regioselective synthesis of pyrazolone derivatives. These cheap and easy-to-prepare c
Palladium-catalyzed [3 + 3] cycloaddition of trimethylenemethane with azomethine imines
Shintani, Ryo,Hayashi, Tamio
, p. 6330 - 6331 (2007/10/03)
A palladium-catalyzed [3 + 3] cycloaddition of trimethylenemethane (TMM) with azomethine imines has been developed to produce hexahydropyridazine derivatives under simple and mild conditions. The use of substituted TMM precursors highlights the difference
PREPARATION OF CYCLIC α-HYDRAZINO ACIDS THROUGH N-ACYLHYDRAZONIUM INTERMEDIATES
Rutjes, Floris P. J. T.,Udding, Jan H.,Hiemstra, Henk,Speckamp, W. Nico
, p. 81 - 85 (2007/10/02)
An efficient synthesis of bicyclic hydrazine derivatives (5a) and (5b) through the intermediacy of exocyclic hydrazonium ions (4a) and (4b) is described.
BENZYLATION OF 1-BENZYLIDENE-3-PYRAZOLIDINIUM OXIDES
Dowling, James E.,Anselme, J.-P.
, p. 359 - 360 (2007/10/02)
The benzylation of 1-benzylidene-5-phenyl-3-pyrazolidinium oxide (2a) gives five products including the "head to head" dimer of 2 (7) and the ring-opened 1-benzyl-1-cinnamoylhydrazone (4a).Similar behavior was also observed with ylides bearing various sub
