A. Reliquet

Synthesis of two stereoisomeric polydentate ligands, trans and cis cyclopentane-1,2-diaminotetraacetic acids, and complexation by 111In and 153Sm

Abstract Two polyaminocarboxylic acid chelating agents were synthesized. Complexation properties regarding 111In and 153Sm, two radionuclides suitable for applications in immunoscintigraphy and radioimmunotherapy were investigated. The synthesis of aminodiacetic acid derivatives 7a and 7b involved preliminary stereoselective synthesis of the corresponding amines, cis and trans cyclopentane-1,2-diamines. 111In labelling confirmed the complexation abilities of the two ligands. An additional comparative study to probe the relationship between ligand structure and metal complex was performed with 153Sm.

From benzil arylimines to 2H-benzo-1,4-thiazines, benzothiazoles or indoles

Abstract A series of benzil monoarylimines ( 1 ) was treated with phosphorus pentasulfide in refluxing toluene or xylene. Thionation of 1 occurred readily to afford either 2 H -benzo-1,4-thiazines ( 2 ) or indoles ( 4 ) via annulation reactions, depending strongly on the nature of the meta substituent of the arylamino group. Mechanisms for these rearrangements were proposed. Furthermore, subsequent oxidation of 2 provided benzothiazoles ( 3 ). All compounds were fully characterized by IR, MS, 13 C and 1 H NMR.

Synthese totale de deux ethoxycarbonyl-4 cephemes fonctionnalises ou non en position 7 par un groupement phtalimido

Resume La synthese totale de deux ethoxycarbonyl-4 cephemes est decrite. Pour lun dentre eux, lintroduction dun groupement amine en position 7, masque par un phtalimido, rapproche encore la structure obtenue de celle des cephalosporines biologiquement actives.

Synthesis of a new chelating agent derived from phenylenediamine for application in radioimmunotherapy

Abstract We report the synthesis of a new diethylenetriaminepentaacetic acid (DTPA) analogue, Ph-DTPA, possessing an aromatic rigid skeleton. This precursor of a bifunctional chelating agent was synthesized by elaboration of the intermediate N-(o-aminophenyl)ethylenediamine and obtained in five steps with an overall yield of 42%. Preliminary complexation studies between Ph-DTPA and 153Sm has been carried out.

Diastereoselective synthesis of 3,6-dihydro-2H-1,3,4-thiadiazines

Abstract Thionation of the benzil hydrazones 3 with Lawessons reagent afforded the 3,6-dihydro-2 H -1,3,4-thiadiazines 4 by an intramolecular cyclisation. This reaction was shown to be diastereospecific and allowed the formation of the exo compounds 4b – e . When the homochiral SAMP–hydrazone 3f was used, the reaction afforded enantiomerically pure (4 R ,6 R ,9 S )- 4f .

Synthesis of novel 6,7-dihydrothiazolo[3,2-b]-1,2,4-thiadiazine 1,1-dioxides

A mild synthesis of 6,7-dihydrothiazolo[3,2-b]-1,2,4-thiadiazine 1,1-dioxides involving a thiazolinic diazadiene and sulfonyl chlorides is reported. Full characterisation of these novel cyclic sulfonamides is described.

2-(N-Phenyl­acet­amido)-6H-1,3-thia­zin-6-one

The title compound, C12H10O2N2S, is a potential antitumor agent. The compound, obtained by the reaction of 2,4-dixadamino-1-thia-3-azaxadbutaxaddiene with ketene, crystallizes with monoclinic symmetry in space group P21.

2-Methyl-6,7-di­hydro­thia­zolo­[3,2-b][1,2,4]­thia­diazine 1,1-dioxide

The title compound, C6H8N2O2S2, represents one of the first examples of a novel sulfonxadamide family. The molxadecule, which is roughly planar, is built up from two fused rings, viz. the thiaxaddiazine 1,1-dioxide and thiaxadzole rings.

Methyl 2,2,4,8-tetra­methyl-6-oxo-2H,6H-pyrimidino­[2,1-b]­thia­zine-7-carboxyl­ate

The title compound, C13H16N2O3S, contains a non-planar thiaxadzine ring fused to a planar pyrimidine ring.