63462-36-2Relevant academic research and scientific papers
Base-Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino-Staudinger Synthesis
Romero, Eugénie,Minard, Corinne,Benchekroun, Mohamed,Ventre, Sandrine,Retailleau, Pascal,Dodd, Robert H.,Cariou, Kevin
supporting information, p. 12991 - 12994 (2017/09/06)
Ynamides were used as precursors for the in situ generation of highly reactive ketenimines that could be trapped with imines in a [2+2] cycloaddition. This imino-Staudinger synthesis led to a variety of imino-analogs of β-lactams, namely azetidinimines (2
New types of reactivity of α,β-unsaturated N,N- dimethylhydrazones: Chemodivergent diastereoselective synthesis of functionalized tetrahydroquinolines and hexahydropyrrolo[3,2-b]indoles
Sridharan, Vellaisamy,Ribelles, Pascual,Estevez, Veronica,Villacampa, Mercedes,Ramos, M. Teresa,Perumal, Paramasivan T.,Menendez, J. Carlos
supporting information; experimental part, p. 5056 - 5063 (2012/05/20)
The indium trichloride-catalyzed reaction between aromatic imines and α,β-unsaturated N,N-dimethylhydrazones in acetonitrile afforded 1,2,3,4-tetrahydroquinolines bearing a hydrazone function at C4 through a one-pot diastereoselective domino process that involves the formation of two C-C bonds and the controlled generation of two stereocenters, one of which is quaternary. This reaction constitutes the first example of an α,β-unsaturated dimethylhydrazone that behaves as a dienophile in a hetero Diels-Alder reaction. The related reaction between anilines, aromatic aldehydes, and methacrolein dimethylhydrazone in CHCl3 with BF 3·Et2O as catalyst afforded polysubstituted 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles as major products through a fully diastereoselective ABB′C four-component domino process that generates two cycles, three stereocenters, two C-C bonds, and two C-N bonds in a single operation. Copyright
Development of strong Bronsted base catalysis: Catalytic direct-type Mannich reactions of non-activated esters via a product-base mechanism
Yamashita, Yasuhiro,Suzuki, Hirotsugu,Kobayashi, Shu
supporting information; body text, p. 5750 - 5752 (2012/08/28)
A catalytic Mannich reaction of a simple ester with no activating functionality at the α-position via a product-base mechanism was reported. The desired Mannich adducts were obtained in high yields using a catalytic amount of KH. This is a rare example of
2,3-dihydro-1,2-diphenyl-substituted 4H-pyridinone derivatives as new anti flaviviridae inhibitors
Peduto, Antonella,Massa, Antonio,Di Mola, Antonia,de Caprariis, Paolo,La Colla, Paolo,Loddo, Roberta,Altamura, Sergio,Maga, Giovanni,Filosa, Rosanna
experimental part, p. 441 - 449 (2012/01/13)
With the aim of identifying novel lead compounds active against emergent human infectious diseases, a series of 2,3-dihydro-4H-pyridinone derivatives has been prepared and evaluated for antiviral activity. Compounds were evaluated in vitro in cell-based assays for cytotoxicity and against a wide spectrum of viruses. In the antiviral screening, several compounds showed to be fairly active against viruses belonging to the Flaviviridae family. The Pestiviruses (bovine viral diarrhoea virus) were inhibited by 4acis (CC50>100μm; EC50 = 14μm), compounds 4ccis and 6a showed a significant activity against Flaviviruses (Yellow Fever Virus) (CC50>100μm; EC50=18μm, CC50>100μm; EC50=10μm). Among these, compound 6a displayed great inhibitory activity against Hepaciviruses (hepatitis C virus) in replicon assay [CC50 > 100μm; EC50(1b)=4μm]. In vitro inhibitory activity against the HCV RNA-dependent RNA polymerase (NS5B) of title compounds is discussed. The antiviral screening of viral strains indicated that compound 6a can be selected as promising tool in novel anti-flaviviruses development.
Dimethylzinc-mediated, enantioselective synthesis of propargylic amines
Zani, Lorenzo,Eichhorn, Torsten,Bolm, Carsten
, p. 2587 - 2600 (2008/04/01)
A one-pot, enantioselective synthesis of N-aryl propargylic amines, using alkynylation reagents obtained from dimethylzinc and terminal acetylenes in combination with various aldehydes and o-methoxyaniline as starting materials, has been developed. Enanti
A stereoselective, multiple-component approach to α-β- substituted-β-amino carbonyl derivatives
Joffe, Avrum L.,Thomas, Timothy M.,Adrian Jr., James C.
, p. 5087 - 5090 (2007/10/03)
A new stereoselective multiple-component condensation is presented. This three-component condensation combines an aldehyde, aniline, and chlorotitanium enolates, to afford α-β-substituted-β-amino carbonyl compounds as its core structure.
