Iodoetherification as a strategy towards sp 3 -rich scaffolds for drug discovery

Functionalised tetrahydropyran and spirooxepane scaffolds were prepared utilising an iodoetherification strategy and elaborated to demonstrate their potential use in library synthesis. The iodoetherification products could be readily transformed to the corresponding azides that could be further func...

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Veröffentlicht in:	Bioorganic & medicinal chemistry 2024-03, Vol.101, p.117636
Hauptverfasser:	Barnes, Lydia, Birkinshaw, Timothy N, Senior, Aaron J, Brügge, Oscar Siles, Lewis, William, Argent, Stephen P, Moody, Christopher J, Nortcliffe, Andrew
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes Azides Catalysis Copper Cyclization Cycloaddition Reaction Drug Discovery
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description	Functionalised tetrahydropyran and spirooxepane scaffolds were prepared utilising an iodoetherification strategy and elaborated to demonstrate their potential use in library synthesis. The iodoetherification products could be readily transformed to the corresponding azides that could be further functionalised via copper-catalysed azide-alkyne cycloaddition or reduction to the amine. The lead-likeness and three-dimensionality of the scaffolds were examined and compared to commercial libraries.
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subjects	Alkynes Azides Catalysis Copper Cyclization Cycloaddition Reaction Drug Discovery
title	Iodoetherification as a strategy towards sp 3 -rich scaffolds for drug discovery
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