Abstract:A simple synthetic route affording 27%-85% yields of benzo [6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring systems from readily available 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline starting materials in toluene and catalysed by p-toluenesulfonic acid is developed. The 1 H-and 13 C-NMR spectra of the final products were assigned using a variety of one and two-dimensional NMR experiments. The distinction between the two potential isomers of the final products was made on the basis of heteronuclear multiple bond connectivity (HMBC) NMR spectra.

Highlights Chalcone 1a inhibits the growth of Mycobacterium bovis BCG (MIC 6.25 µg.ml −1 ). Chalcone 1a directly targets InhA.