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Org Lett. 2019 Feb 1;21(3):719-723. doi: 10.1021/acs.orglett.8b03926. Epub 2019 Jan 24.

Palladium-Promoted DNA-Compatible Heck Reaction.

Author information

1
State Key Laboratory of Drug Research , Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 501 Haike Road, Zhang Jiang Hi-Tech Park , Pudong, Shanghai 201203 , P.R. China.
2
Amgen Asia R&D Center , Amgen Biopharmaceutical R&D (Shanghai) Company, Limited , 4560 Jinke Road, Building No. 2, 13th Floor , Pudong, Shanghai 201210 , P.R. China.

Abstract

Optimal conditions for palladium-promoted Heck reaction on DNA were developed with good to excellent conversions. Versatility with either DNA-conjugated styrene/acrylamide or aryl iodide and a broad substrate scope of the corresponding coupling partners were established. Furthermore, robustness of the Heck reaction conditions on single-strand DNA and feasibility for DNA-encoded library production were demonstrated.

PMID:
30676761
DOI:
10.1021/acs.orglett.8b03926
[Indexed for MEDLINE]

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