Greener synthesis of indolizine analogues using water as a base and solvent: study for larvicidal activity against Anopheles arabiensis

Abstract

Greener synthesis of a series of novel indolizine analogues have been achieved by the cyclization of aromatic cycloimmonium ylides with electron-deficient alkynes in the presence of water as the base and solvent at 80 °C. Yield of the title compounds was good and reactions performed were eco-friendly. The structures of these newly synthesized compounds have been confirmed by spectroscopic techniques such as FTIR, NMR, LC-MS, and elemental analysis. Characterized title compounds were evaluated for larvicidal activity against Anopheles arabiensis by standard WHO larvicidal assay using Temefos as standard at 4 μg/mL. Title compounds 2e, 2f, and 2g emerged as promising larvicidal agents.

Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X‐ray studies

“…HPM is a versatile pharmacophore that has exhibited larvicidal activity against Anopheles arabiensis , Aedesaegypti , and Culex quinquefasciatus . In view of such versatile pharmacological properties of HPM molecules and in continuation of our effort in search of novel heterocyclic larvicidal agents, a new series of methyl/ethyl 4‐(substitutedphenyl/pyridyl)‐6‐methyl‐2‐oxo/thioxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylate derivatives 4a–g have been designed in Scheme 1. In this series of compound, the presence of hydrogen bond donors like hydroxy (–OH), hydrogen bond acceptor (pyridine –N) and halogen atom (chlorine) is explored to evaluate the potential of larvicidal activity of HPM molecules.…”

Synthesis and characterization of a novel series of 1,4‐dihydropyridine analogues for larvicidal activity against Anopheles arabiensis

“…Dihydropyridine derivatives have shown larvicidal activity against the medically important mosquito species Aedes aegypti and Culex quinquefasciatus (Diptera) . In view of such promising pharmacological activities of 1,4‐DHPs and in continuation of our efforts to develop novel anti‐malarial agents we herein undertake the synthesis of a series of new‐fangled bis(4‐substituted benzyl) 4‐(4‐substituted phenyl)‐2,6‐dimethyl‐1,4‐dihydropyridine‐3,5‐dicarboxylate derivatives 5a–h as depicted in Scheme . Furthermore, it is also of interest to screen such heterocyclic compounds for the existence of polymorphs and their implications in the observed biological property.…”

Design, Synthesis and Characterization of Benzothiazole Analogues as Promising Pharmacological Agents

“…12 Keeping all these observations in mind, and in continuation of research on search for cost effective catalysts 13,14 for the construction of heterocyclic compounds for promising pharmacological properties [15][16][17][18] and method developments, 19 in the present investigation, it was envisaged for the design and synthesis of a series of (2-(benzo[d]thiazol-2-ylmethoxy)-substitutedphenyl)(4-substitutedphenyl)methanones 4a-f. The synthesis of the title compounds 4a-f was carried out via reaction between 2-(chloromethyl)-benzo[d]-thiazole 2 and 2-hydroxysubstitutedaryl-(substitutedaryl)-methanones 3a-f in dry tetrahydrofuran medium in the presence of potassium carbonate, as depicted in Scheme 1.…”