Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis

[Image: see text] A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA–chemical conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromide...

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Detalles Bibliográficos
Autores principales: Li, Jian-Yuan, Miklossy, Gabriella, Modukuri, Ram K., Bohren, Kurt M., Yu, Zhifeng, Palaniappan, Murugesan, Faver, John C., Riehle, Kevin, Matzuk, Martin M., Simmons, Nicholas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6706801/
https://www.ncbi.nlm.nih.gov/pubmed/31329429
http://dx.doi.org/10.1021/acs.bioconjchem.9b00447
Descripción
Sumario:[Image: see text] A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA–chemical conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chemical library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

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