Synthesis of Aminoalkyl-Functionalized 4-Arylquinolines from 2-(3,4-Dihydroisoquinolin-1-yl)anilines via the Friedländer Reaction

Abstract

A new approach for the efficient and convenient synthesis of novel aminoalkyl-functionalized 4-arylquinolines via the Friedländer reaction of differently substituted 2-(3,4-dihydroisoquinolin-1-yl)anilines with various α-methylene ketones in acetic acid was developed. The reaction allows easy access to a diversity of 4-arylquinoline derivatives in moderate to excellent yields under mild conditions.

Recent Advances in Green Synthesis of Functionalized Quinolines of Medicinal Impact (2018‐Present)

“…In year 2021, Rozhkova et al reported a Friedlander reaction involving 2-(3,4-dihydroisoquinolin-1-yl)-aromatic amines 275 and α-methylene ketones 277 in presence of acetic acid for the preparation of Aminoalkyl-substituted-4-aryl-quinolines 276 (Scheme 75). [115] This protocol provided the products in excellent yields following environment friendly manner.…”