Synthesis of Quinoline-Triazoil Carboxylates by Organocatalytic Cycloaddition of β-Ketoesters and 4-Azido-7-Chloroquinoline

Synthesis of Quinoline-Triazoil Carboxylates by Organocatalytic Cycloaddition of β-Ketoesters and 4-Azido-7-Chloroquinoline

Saraiva, Maiara; Krüger, Roberta; Alves, Diego

Abstract:

The importance of heterocyclic compounds is indisputable, especially the 1,2,3-triazoles, which have attracted much interest because they have a wide field of applications, ranging from use as explosives, even pesticides and as drugs. However recent discoveries of methodologies for obtaining functionalized 1,2,3-triazoles, the interest on this class of compounds is increasing, and, among these methods of synthesis, there is the organocatalytic enamide–azide cycloaddition reaction. Similarly, another class of widely studied heterocycles are quinolines, which are characterized by containing in their structure a benzene ring fused to a pyridinic ring. The interest in the synthesis of quinoline derivatives also has been increased for their know pharmacological properties. Because of the importance related to these two classes of heterocyclic compounds and due to potential biological applicability, we describe here or results on the synthesis of quinoline-triazoil carboxylates 3 through organocatalytic enamide-azide cycloaddition reaction between β-Ketoesters 1 and 4-Azido-7-Chloroquinoline 2.

The importance of heterocyclic compounds is indisputable, especially the 1,2,3-triazoles, which have attracted much interest because they have a wide field of applications, ranging from use as explosives, even pesticides and as drugs. However recent discoveries of methodologies for obtaining functionalized 1,2,3-triazoles, the interest on this class of compounds is increasing, and, among these methods of synthesis, there is the organocatalytic enamide–azide cycloaddition reaction. Similarly, another class of widely studied heterocycles are quinolines, which are characterized by containing in their structure a benzene ring fused to a pyridinic ring. The interest in the synthesis of quinoline derivatives also has been increased for their know pharmacological properties. Because of the importance related to these two classes of heterocyclic compounds and due to potential biological applicability, we describe here or results on the synthesis of quinoline-triazoil carboxylates 3 through organocatalytic enamide-azide cycloaddition reaction between β-Ketoesters 1 and 4-Azido-7-Chloroquinoline 2.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013811191913

Referências bibliográficas

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Como citar:

Saraiva, Maiara; Krüger, Roberta; Alves, Diego; "Synthesis of Quinoline-Triazoil Carboxylates by Organocatalytic Cycloaddition of β-Ketoesters and 4-Azido-7-Chloroquinoline", p-150-150. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013811191913