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Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis. 2019
Jian-Yuan Li, and
Gabriella Miklossy, and
Ram K Modukuri, and
Kurt M Bohren, and
Zhifeng Yu, and
Murugesan Palaniappan, and
John C Faver, and
Kevin Riehle, and
Martin M Matzuk, and
Nicholas Simmons
Center for Drug Discovery, Department of Pathology and Immunology , Baylor College of Medicine , Houston , Texas 77030 , United States.
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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