F. Reliquet

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.