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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A Review of the Synthesis of Oxazoline Derivatives
Cynthia Nathalia Pereira1, Amanda Cristina Cruz Eschholz1, Maurício Silva Dos Santos1
1Laboratório de Síntese de Sistemas Heterocíclicos (LaSSH), Institute of Physics and Chemistry, Federal University of Itajubá, 1303 BPS Avenue, Itajubá - MG, Brazil.
Abstract:
Oxazolines are important heterocyclic systems due to their biological activities, such as antibacterial, antimalarial, anticancer, antiviral, anti-inflammatory, antifungal, antipyretic, and antileishmanial. They have been widely applied as chiral auxiliaries, polymers, catalysts, protecting groups, building blocks, and ligands in asymmetric synthesis. Due to their importance, many synthetic routes to prepare oxazoline moieties have been investigated and developed by researchers around the world. In this review, we summarized several synthetic methodologies published in the literature. The main substrates are nitriles, carboxylic acids, and acid derivatives, which react with a variety of reactants under conventional heating, microwave irradiation or ultrasound irradiation conditions. Syntheses via intramolecular cyclisation from amides have also been reported. Many publications have highlighted procedures based on solvent-free conditions using eco-friendly, reusable, and easy-availability catalysts.
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