A novel eco‐friendly on‐water protocol for the synthesis of 2,2‐disubstituted 2,3‐dihydro‐1H‐perimidines

Abstract

An efficient green on‐water protocol for the synthesis of 2,2‐disubstituted 2,3‐dihydro‐1H‐perimidines is demonstrated. The reaction used safer p‐toluenesulfonic acid (PTSA) as a catalyst on water at 80°C, for 2 hours affording a novel method for the synthesis of various disubstituted perimidines in moderate to excellent yields.

p-Toluenesulfonic acid-promoted organic transformations for the generation of molecular complexity

“…Keeping this in view, para -toluenesulfonic acid-promoted efficient synthesis of various 2,2-disubstituted 2,3-dihydro-1 H -perimidines in moderate to excellent yields has been achieved by Anilkumar et al in water by the reaction of ketone with 1,8-diaminonaphthalene (Scheme 51). 80 This metal-free approach is suitable for a wide array of ortho -, meta -, and para -substituted acetophenones as well as aliphatic ketones. However, with the sterically hindered ketones, lower yields were obtained.…”