Synthesis of Acyclic -Enaminones Through Reaction of Enones and Benzyl Azide

Synthesis of Acyclic -Enaminones Through Reaction of Enones and Benzyl Azide

Gomes, Amenson T.; Cunha, Silvio

Abstract:

The synthesis of enaminones is a theme of ongoing interest because this class of compound is a versatile intermediate in organic synthesis as well as due to their biological activity. Enaminones are molecules with the conjugated system N-C=C-C=O, and the amine and acyl group lead these compounds to have both reactive effects: electrophilic (blue) and nucleophilic (red). Due to these electronic effects, enaminones are widely used as building blocks for the synthesis of natural products and heterocycles as indoles, carbazoles, quinolines among others. Herein, we disclosure our results concerning the one-pot synthesis of enaminones through the reactions of acyclic β-aryl enones with benzyl azide, with emphasis on synthetic and mechanistic implications.

The synthesis of enaminones is a theme of ongoing interest because this class of compound is a versatile intermediate in organic synthesis as well as due to their biological activity. Enaminones are molecules with the conjugated system N-C=C-C=O, and the amine and acyl group lead these compounds to have both reactive effects: electrophilic (blue) and nucleophilic (red). Due to these electronic effects, enaminones are widely used as building blocks for the synthesis of natural products and heterocycles as indoles, carbazoles, quinolines among others. Herein, we disclosure our results concerning the one-pot synthesis of enaminones through the reactions of acyclic β-aryl enones with benzyl azide, with emphasis on synthetic and mechanistic implications.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0333-1

Referências bibliográficas

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Como citar:

Gomes, Amenson T.; Cunha, Silvio; "Synthesis of Acyclic -Enaminones Through Reaction of Enones and Benzyl Azide", p-333-333. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0333-1