Collect. Czech. Chem. Commun. 2008, 73, 247-257

Synthesis and Reactions of 5-Methylthieno[2',3':5,6]pyrimido[2,1-a]isoindol-4(5H)-one

Andriy I. Kysila,*, Zoia V. Voitenkoa and Jean-Gérard Wolfb

a Taras Shevchenko National University, 64 Volodymyrska Str., 01033 Kiev, Ukraine
b Université Paul Sabatier, SPCMIB UMR CNRS No. 5068, 118 route de Narbonne, 31062 Toulouse cedex 9, France


The reaction of 2-(bromomethyl)benzonitrile with methyl 3-aminothiophene-2-carboxylate results in two tautomeric thienopyrimidoisoindolones. Their methylation yields 5-methylthieno[2',3':5,6]pyrimido[2,1-a]isoindol-4(5H)-one which reacts with N-substituted maleimides and dimethyl acetylenedicarboxylate.

Keywords: Cycloadditions; Heterocycles; Thienopyrimidoisoindolone; Isoindols; Maleimides; Isoindolines tautomers; 7-Azanorbornenes.

References: 32 live references.