Expanding Diversity of Fused Steroid-Quinoline Hybrids by Sequential Amination/Annulation/Aromatization Reactions

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Viable alternative approaches to a variety of ring A and D-fused steroid-quinoline hybrids, along with A, D-fused, and/or A-fused, side chain-substituted steroid-bis-quinolines were explored by means sequential amination/annulation/aromatization reactions suitable ketosteroids 2-acyl-substituted anilines. Key factors directing the chemoselective behavior polyfunctionalized substrates investigated. Remarkably, use TMSOTf as an promoter/catalyst enabled direct synthesis desired avoiding protection/deprotection steps conventional procedures when starting contained labile functional groups.

Language: Английский

A Comprehensive Investigation of Diverse Synthetic Methodologies for Constructing Quinoline Frameworks: A Critical Overview

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(10)

Published: March 1, 2025

Abstract Recently, quinoline has emerged as a critical heterocyclic structure, attracting attention for its diverse industrial and synthetic organic chemistry applications. This compound is essential developing novel lead compounds in drug discovery extensively studied therapeutic derivatives medicinal chemistry. An extensive body of literature details the methodologies synthesizing this key scaffold functionalization to enhance biological efficacy. Numerous synthesis protocols have been documented, highlighting significance ongoing chemical research. These include various strategies, such transition metal‐catalyzed reactions environmentally sustainable processes, which are crucial constructing functionalizing derivatives. review aims systematically examine procedures findings, addressing limitations these pathways their environmental impacts. Additionally, curated selection quinolines will be presented.

Language: Английский

Synthesis and catalytic activity of POCOP ruthenium(II) and iron(II) pincer complexes derived from 1,3- and 1,7-dihydroxynaphthalenes

Journal of Coordination Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 17

Published: Dec. 31, 2024

Ruthenium(II) and iron(II) POCOP pincer complexes have readily been obtained from ligands derived the 1,3- 1,7-dihydroxynaphtalene isomers. The two ruthenium(II) isomers displayed remarkable catalytic activity for Friedländer annulation, reaction was tolerant to a wide array of electron-withdrawing -donating substituted ketones. reactions produced selectively quinoline derivatives in conversions up 99% at low catalysts loadings with turnover numbers close 1000. iron also exhibited notable activity, albeit lower than their ruthenium counterparts. These results mark significant advancement developing derivatives.

Language: Английский