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

Jianyuan Li | Zendy; Gabriella Miklóssy | Zendy; Ram K. Modukuri | Zendy; Kurt M. Bohren | Zendy; Zhifeng Yu | Zendy; Murugesan Palaniappan | Zendy; John C. Faver | Zendy; Kevin Riehle | Zendy; Martin M. Matzuk | Zendy; Nicholas Simmons | Zendy

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

Author(s) -

Jianyuan Li,

Gabriella Miklóssy,

Ram K. Modukuri,

Kurt M. Bohren,

Zhifeng Yu,

Murugesan Palaniappan,

John C. Faver,

Kevin Riehle,

Martin M. Matzuk,

Nicholas Simmons

Publication year - 2019

Publication title -

bioconjugate chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.279

H-Index - 172

eISSN - 1520-4812

pISSN - 1043-1802

DOI - 10.1021/acs.bioconjchem.9b00447

Subject(s) - chemistry , aryl , halide , palladium , catalysis , dna , combinatorial chemistry , chemical library , chemical synthesis , organic chemistry , small molecule , biochemistry , in vitro , alkyl

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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