79114-07-1Relevant academic research and scientific papers
Biological evaluation in vitro and in silico of azetidin-2-one derivatives as potential anticancer agents
Olazaran, Fabián E.,Rivera, Gildardo,Pérez-Vázquez, Alondra M.,Morales-Reyes, Cynthia M.,Segura-Cabrera, Aldo,Balderas-Rentería, Isaías
supporting information, p. 32 - 37 (2017/12/13)
Potential anticancer activity of 16 azetidin-2-one derivatives was evaluated showing that compound 6 [N-(p-methoxy-phenyl)-2-(p-methyl-phenyl)-3-phenoxy-azetidin-2-one] presented cytotoxic activity in SiHa cells and B16F10 cells. The caspase-3 assay in B1
Synthesis of β-lactams via Staudinger reaction using N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline as a carboxylic acid activator
Zavar, Saleheh,Zarei, Maaroof,Saraei, Mahnaz
, p. 2031 - 2036 (2016/12/09)
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) has been used as an efficient and convenient reagent for the one-pot synthesis of β-lactams by [2+2] ketene–imine cycloaddition (Staudinger reaction). Cleanliness, simplicity of method, and good to exc
Preparation of 2-azetidinones by cyclocondensation of carboxylic acids and imines via diphosphorustetraiodide
Zarei, Maaroof,Maaqooli, Fatemeh
supporting information, p. 523 - 527 (2016/05/02)
One-pot mild synthesis of 2-azetidinones was carried out by the reaction of imines and carboxylic acids in dry dichloromethane at room temperature using diphosphorus tetraiodide. It was also applied for synthesis of 3-spiro-2-azetidinones. The synthesized
Pyrolysis of azetidinone derivatives: A versatile route towards electron-rich alkenes, C-1 allylation and/or homologation of aldehydes
Al-Hamdan, Nouf S.,Habib, Osama M.,Ibrahim, Yehia A.,Al-Awadi, Nouria A.,El-Dusouqui, Osman M. E.
, p. 21023 - 21031 (2014/06/09)
Pyrolysis of β-lactams and β-thiolactams led essentially to stereoselective synthesis of the high energy electron-rich Z-alkenes. Extension of this methodology to the pyrolysis of 3-allyloxy derivatives gave a simple direct route to the synthetically important 4-pentenal. These pyrolytic transformations convert aldehydes to aryloxyalkenes (a protected homologation) and 4-pentenal (a C-1 allylation and homologation). The starting 3-aryloxy and 3-allyloxy-β-lactams were synthesized by the standard Staudinger ketene-imine [2 + 2] cycloaddition. The corresponding β-thiolactams have readily been obtained in good yields by thiation of β-lactams with Lawesson's reagent. This journal is the Partner Organisations 2014.
Solvent-free, one-pot synthesis of β-lactams by the Sc(OTf) 3-catalyzed reaction of silyl ketene thiocetals with imines
Benaglia, Maurizio,Cozzi, Franco,Puglisi, Alessandra
, p. 2865 - 2869 (2008/03/13)
A solvent-free, catalytic, one-pot synthesis of β-lactams is described. The reaction involves the reaction between silyl ketene thioacetals derived from 2-pyridyl thioesters and imines at room temperature in the presence of catalytic amounts of Sc(OTf)su
Reductive ring opening of 2-azetidinones promoted by sodium borohydride
Del Buttero, Paola,Molteni, Giorgio,Roncoroni, Maurizio
, p. 2209 - 2211 (2007/10/03)
Variously substituted 2-azetidinones 3 and 4 were reacted with sodium borohydride in aqueous isopropanol giving 3-aminopropan-1,2-dioles 5 and 7. Reaction extent was dependent upon the substitution pattern in the 3- and 4-positions of the 2-azetidinone ri
A new polymer-supported reagent for the synthesis of β-lactams in solution
Donati, Donate,Morelli, Costanza,Porcheddu, Andrea,Taddei, Maurizio
, p. 9316 - 9318 (2007/10/03)
A modified Mukaiyama reagent was prepared on a PS-DVB resin. This reagent was used for the preparation of β-lactams, using the Staudinger reaction. The products were obtained by generating the ketene from a carboxylic acid under sonication with the resin followed by reaction with the imine. Excess of the imine was removed by reduction followed by acid scavenging.
Triphosgene: A versatile reagent for the synthesis of azetidin-2-ones
Krishnaswamy,Govande,Gumaste,Bhawal,Deshmukh
, p. 2215 - 2225 (2007/10/03)
An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cycloaddition reaction using various acids and imines have been described.
Synthesis of azetidin-2-one via in situ generated acid chlorides using hexachloroacetone-triethylphosphite
Arun,Govande,Deshmukh,Bhawal
, p. 856 - 857 (2007/10/03)
A one step synthesis of azitidine-2-ones 3a-i has been described by the reaction of imines 2 with acids 1 in the presence of hexachloroacetone, triethylphosphite and triethylamine.
Triphosgene, an efficient acid activator for the Staudinger reaction
Krishnaswamy,Bhawal,Deshmukh
, p. 417 - 419 (2007/10/03)
An efficient one-step synthesis of β-lactams by the reaction of imines with acids in the presence of triphosgene and triethylamine has been described.
