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Aza-Povarov Reaction. A Method for the Synthesis of Fused Tetracyclic Chromeno[4,3-<i>d</i>]pyrido[1,2-<i>a</i>]pyrimidines

Endika Martín‐Encinas, Leyre Lopez-Aguileta, Francisco Palácios, Concepción Alonso

2024The Journal of Organic Chemistry11 citationsDOI

Abstract

A cornerstone in drug discovery is the development of strategies to provide privileged small molecules with specific structural and stereochemical complexity, allowing access to new potential therapeutic entities. In this work, a new strategy based on the [4 + 2] Povarov reaction involving 1,3-diazadiene was developed. This approach is applied for a straightforward procedure in the preparation of chromeno[4,3- d ]pyrido[1,2- a ]pyrimidine derivatives, with accessible substrates, 2-aminopyridine and unsaturated aldehydes, and excellent atom economy to obtain four fused ring heterocycles, in a regio- and diastereoselective way.

Topics & Concepts

Ring (chemistry)PyrimidineChemistryCornerstoneCombinatorial chemistryStereochemistryOrganic chemistryArtVisual artsSynthesis and Reactivity of HeterocyclesMulticomponent Synthesis of HeterocyclesSynthesis and Biological Evaluation