22086-33-5Relevant academic research and scientific papers
3,3-Dichloro-1,4-diphenylazetidin-2-one
Kabak, Mehmet,Elerman, Yalcin,Guener, Vildan,Yildirir, Suleyman,Durlu, Tahsin Nuri
, p. 1511 - 1512 (1999)
In the crystal structure of the title compound, C15H11Cl2NO, the Cl - C - Cl plane is nearly perpendicular to the four-membered β-lactam ring [89.0(2)°] and the C - C bond distances in this group are 1.571 (6) and 1.543 (7) A. The most out-of-plane atom from the best plane of the lactam ring is the carbonyl C atom [-0.029(5) A]. The dihedral angle between the best planes of the phenyl rings is 77.4(2)°.
Synthesis and antimicrobial activity of 1,4-diaryl-2-azetidinones
Guener, Vildan,Yildirir, Sueleyman,Oezcelik, Berrin,Abbasoglu, Ufuk
, p. 147 - 150 (2007/10/03)
Cycloaddition of substituted 4,4-benzylidene-anilines to in situ prepared dichloroketenes in the presence of dichloroacetyl chloride and triethylamine affords a variety of 2-azetidinones. All the compounds were characterized by IR and 1H NMR. Their antimicrobial activity, against Gram(+) and Gram(-) bacteria and fungi, was tested. Copyright (C) 2000 Elsevier Science S.A.
Reaction of Imines with Trichloroacetic Esters or Anhydride Promoted by Iron Carbonyl or Microwave Irradiation. Preparation of 3,3-Dichloro-β-Lactams
Khajavi, Mohammad S.,Sefidkon, Fatemeh,Sadat Hosseini
, p. 724 - 725 (2007/10/03)
The synthesis of 3,3-dichloroazetidin-2-ones by the reaction of imines and methyl or trimethylsilyl trichloroacetate promoted by diiron nonacarbonyl or by microwave irradiation of imines and trichloroacetic anhydride is described.
Reagents and Synthetic Methods. Part 58. Synthesis of β-Lactams from Acetic Acids and Imines promoted by Vilsmeier Type Reagents
Arrieta, Ana,Lecea, Begona,Palomo, Claudio
, p. 845 - 850 (2007/10/02)
The development of a practical method for the stereospecific preparation of several 3-substituted β-lactams from acetic acids and imines is described.The key step of the method is the activation of the carboxy component by means of Vilsmeier type reagents.The preparation of some N-(2'-hydroxyethyl)-β-lactams and N-(p-dimethyl-t-butylsiloxyphenyl)-β-lactams as intermediates for N-H azetidinones is also reported.For the last compounds the steric bulk of the N-substituent is the key feature for a high cis-β-lactam formation.
TRIPHENYLPHOSPHINE DIBROMIDE AND DIMETHYLSULFIDE DIBROMIDE AS VERSATILE REAGENTS FOR BETA-LACTAM SYNTHESIS
Cossio, Fernando P.,Ganboa, Inaki,Palomo, Claudio
, p. 3041 - 3044 (2007/10/02)
Triphenylphosphine dibromide and dimethylsulfide dibromide are efficient reagents for the direct synthesis of beta-lactams from carboxylic acids and imines avoiding the use of acid halides as starting materials.Synthesis of 4-imino-beta-lactams are also briefly described.A potential synthesis of N-unsubstituted beta-lactams is made.
N,N-DIMETHYLCHLOROSULFITEMETHAMINIUM CHLORIDE (SOCl2-DMF) A VERSATILE DEHYDRATING REAGENT.
Arrieta, A.,Aizpurua, J. M.,Palomo, C.
, p. 3365 - 3368 (2007/10/02)
N,N-dimethylchlorosulfitemethaminium chloride formed from thionyl chloride and dimethylformamide was found and efficient reagent for the synthesis of acyl azides from carboxylic acids and nitriles from oximes.It is also highly efficient for the direct synthesis of beta-lactams from carboxylic acids and imines avoiding the use of acid chlorides.
SYNTHESIS OF α-HALO AND α-DEUTERIO β-LACTAMS
Manhas, M.S.,Khajavi, M.S.,Bari, S.S.,Bose, Ajay K.
, p. 2323 - 2326 (2007/10/02)
A convenient synthesis of 3,3-dibromo-2-azetidinones involves the reaction of an imine with the trimethylsilyl ester of tribromoacetic acid and triphenylphosphine; reduction with n-Bu3SnH and n-Bu3SnD can be controlled to lead to cis-3-bromo-2-azetidinones, and cis or trans 3-deuterio-2-azetidinones.
