Synthesis, proton and 13C NMR and reaction mechanism studies of novel isoindolones derivatives, obtained through TAWERS procedure

Abstract

A series of novel isoindolone derivatives ( 13– 18) were prepared in goods yields by applying the TAWERS methodology. A general approach for formation of isoindolones from the aza-Wittig reaction of iminophosphoranes with dialdehydes under neutral and mild conditions was realized. Using 1D NMR a [ 1, 3]-hydride migration was detected. The assignment of the structures and conformation behavior of the derivatives was achieved using 1D and 2D NMR (NOESY, DEPT, HMQC, and HMBC).