Abstract

Recently, quinoline has become an essential heterocyclic compound due to its versatile applications in the fields of industrial and synthetic organic chemistry. It is a vital scaffold for leads in drug discovery and plays a major role in the field of medicinal chemistry. Nowadays there are plenty of articles reporting syntheses of the main scaffold and its functionalization for biological and pharmaceutical activities. So far, a wide range of synthesis protocols have been reported in the literature for the construction of this scaffold. For example, Gould–Jacob, Friedländer, Pfitzinger, Skraup, Doebner–von Miller and Conrad–Limpach are well-known classical synthesis protocols used up to now for the construction of the principal quinoline scaffold. Transition metal catalysed reactions, metal-free ionic liquid mediated reactions, ultrasound irradiation reactions and green reaction protocols are also useful for the construction and functionalization of this compound. The main part of this review focuses on and highlights the above-mentioned synthesis procedures and findings to tackle the drawbacks of the syntheses and side effects on the environment. Furthermore, various selected quinolines and derivatives with potential biological and pharmaceutical activities will be presented.

Highlights

  • Quinoline is the most ubiquitous heterocyclic aromatic compound with a potential for industrial and medicinalIt has a characteristic double-ring structure containing a benzene ring fused with a pyridine moiety, with the molecular formula C9H7N.1 Quinoline is an essential segment of both natural and synthetic compounds

  • E-mail: endale. mulugeta@astu.edu.et applications. 1-Azanapthalene and benzo[b]pyridine are used as alternative names for quinoline (Fig. 1)

  • She graduated from Adama Science and Technology University where she remained to carry out her MSc studies under the supervision of Dr Endale Mulugeta

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Summary

Introduction

It has a characteristic double-ring structure containing a benzene ring fused with a pyridine moiety, with the molecular formula C9H7N.1 Quinoline is an essential segment of both natural and synthetic compounds. His research topics include the study and development of new methods and synthetic approaches towards organic compounds, as well as a focus on developments in the synthesis of heterocyclic organic compounds of different classes that have pharmacological activity. It is a core structure, constituting the basic skeleton of a number of alkaloids.[2] Generally quinoline is present in pharmacologically active natural products and in synthetic products. This compound is used mainly as a central template for the synthesis of various drugs. Novel pharmaceutically and biologically active quinolines will be explored (Fig. 2)

Synthesis of quinoline and its derivatives
Friedlander quinoline synthesis
Gould–Jacob quinoline synthesis
P tzinger quinoline synthesis
Ultrasound irradiation reactions
Transition metal free quinoline synthesis
Transition metal mediated protocols
Bioactivities of quinolines
Antibacterial activity
Antioxidant activity
Anticancer activity
Antimalarial activity
Antifungal activity
Conclusions
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