A Simple and Facile Synthesis of 4‐Phenylquinoline‐fused Pyrrolidin‐2‐ones

Abstract

in Wiley Online Library (wileyonlinelibrary.com).In the present investigation, a simple and facile synthesis of a series of 4-phenylquinoline-fused pyrrolidin-2-ones, namely, 9-phenyl-2-substituted-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones is described, involving the tandem intermolecular C-N bond formation reaction between readily available ethyl 2-(chloromethyl)-4-phenylquinoline-3-carboxylate and various amines followed by in situ intramolecular C-N bond cyclization process in the presence of EtOH-AcOH (v/v, 10:1) solvent system as the reaction medium.

Synthesis of Quinoline and Quinolin-2(1H)-one Derivatives via Nickel Boride Promoted Reductive Cyclization

“…Template for SYNTHESIS Thieme substituted quinoline derivative 5m was treated with benzylamine in EtOH-AcOH system under the heating conditions. 31 We isolated the desired product 9a with a very satisfactory yield after column chromatography. So, our newly synthesized, substituted quinolines derivatives may readily be useful for creating a more complex molecular architecture.…”

“…Accordingly, 2-chloromethyl-substituted quinoline derivative 5m was treated with benzylamine in an EtOH-AcOH system under heating conditions. 32 We isolated the desired product 9a with a very satisfactory yield after…”