Visible-light-mediated synthesis of quinolines

Abstract

Quinoline is an N-heterocyclic privileged scaffold that finds immense applications in biological domains and material sciences. For example, it acts as antimalarial, anti-inflammatory, antiparasitic, antiviral, and anticancer agents. The nucleus...

Six‐Membered Aromatic Nitrogen Heterocyclic Anti‐Tumor Agents: Synthesis and Applications

“…This involves utilizing various catalysts such as transition metals, photocatalysts, and organo‐catalysts, which have demonstrated their efficacy in initiating desired reactions. Aniline, 2‐substituted aniline, and N ‐substituted aniline derivatives are commonly utilized as substrates [91,94–98] . In these substrates, aniline serves as a nitrogen‐carbon‐carbon (N−C−C) building block, 2‐substituted aniline functions as a nitrogen‐carbon‐carbon‐carbon (N−C−C−C) precursor, and N ‐substituted aniline acts as a carbon‐nitrogen‐carbon‐carbon (C−N−C−C) synthetic agent.…”

“…Aniline, 2-substituted aniline, and N-substituted aniline derivatives are commonly utilized as substrates. [91,[94][95][96][97][98] In these substrates, aniline serves as a nitrogen-carbon-carbon (NÀ CÀ C) building block, 2-substituted aniline functions as a nitrogen-carbon-carbon-carbon (NÀ CÀ CÀ C) precursor, and N-substituted aniline acts as a carbon-nitrogen-carbon-carbon (CÀ NÀ CÀ C) synthetic agent.…”

Rapid Assembly of Functionalized 2H-Chromenes and 1,2-Dihydroquinolines via Microwave-Assisted Secondary Amine-Catalyzed Cascade Annulation of 2-O/N-Propargylarylaldehydes with 2,6-Dialkylphenols

“…10 On the other hand, quinolines and their partially hydrogenated derivatives, including dihydro-and tetrahydroquinolines, are widespread as compounds of biological relevance. 11 In particular, 1,2-dihydroquinoline is a molecular structure frequently utilized to build a wide variety of pharmacologically significant compounds possessing antibacterial, antidiabetic, anti-trypanosomal, antioxidant, anti-juvenile hormone properties, etc. 12 1,2-Dihydroquinoline IV bearing a 2,4-diamino-5benzylpyrimidine moiety acts as an antibacterial agent, 13 and dihydroquinoline V is identified as a new class of potent and selective GR ligands that exhibit antagonistic activity in a cellular system.…”

Atroposelective Brønsted Acid-Catalyzed Photocyclization to Access Chiral N-Aryl Quinolones with Low Rotational Barriers

“…While contemplating alternative catalytic activation modes, we were inspired by several reports on the preparation of quinolines and tetrahydroquinolines from the corresponding ketones using blue light to invoke E / Z isomerization . We hypothesized that a combination of a photochemically induced isomerization with a Brønsted acid activation could deliver a novel route to axially chiral N -aryl quinolone 4 …”