Post-MCR synthesis of novel heterocyclic azulene pyrrole conjugates
Gong Jing, Aidana Gimnkhan, Sagadat Amandykova, Anatoly Peshkov, Olga Pereshivko, Vsevolod Peshkov *
Department of Chemistry, School of Science and Humanities, Nazarbayev University, Nur-Sultan, Kazakhstan Email: aidana. gimnkhan @ nu. edu. kz
Abstract
Synthesis of potential bioactive small molecules is one of the prioritized fields of medicinal chemistry. Identification of active hits is the starting point of the drug discovery process. In this regard, synthesis of structurally diverse and complex heterocyclic products is of particular importance. Previously, multicomponent products of azulene derivatives was successfully isolated using phenylglyoxal hydrate and acrylaldehyde compounds. The main aim of the project was to introduce a ring into the azulene heterocycle compound. After several trials, conjugated pyrrole ring was successfully introduced. Using simple arylamines resulted pyrrole conjugated heterocycles in mild conditions. The first step of the reaction( for heterocyclic azulene) takes 30 minutes( 80 ° C) and the second reaction( for heterocyclic azulene pyrrole conjugate) should be conducted 8 hours( at room temperature). The products of the reaction were separated by column chromatography and the final product yield varied between 46-91 %. This strategy enables a diversity-oriented approach for synthesis of various azulene pyrrole conjugated heterocycles from accessible starting materials.
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