Palladium-Catalyzed C-4 Selective Coupling of 2,4-Dichloropyridines and Synthesis of Pyridine-Based Dyes for Live-Cell Imaging.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
15 05 2020
Historique:
pubmed: 25 4 2020
medline: 1 6 2021
entrez: 25 4 2020
Statut: ppublish

Résumé

An alternative process of Pd-catalyzed C-4 selective coupling of 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples of C-4 coupled pyridines in moderate to good yields. After further arylation, 21 examples of C-2, C-4 diarylated pyridines with a significant photophysical property were obtained, which were applied as pyridine-based dyes into live-cell imaging with good biocompatibility and low toxicity.

Identifiants

pubmed: 32329338
doi: 10.1021/acs.joc.0c00449
doi:

Substances chimiques

Coloring Agents 0
Pyridines 0
Palladium 5TWQ1V240M
pyridine NH9L3PP67S

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

6498-6508

Auteurs

Min Yang (M)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Jing Chen (J)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Chen He (C)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Xin Hu (X)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Yechun Ding (Y)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Ying Kuang (Y)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

Jinbiao Liu (J)

Department of Chemistry, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou 341000, China.

Qitong Huang (Q)

Department of Forensic Science, Oil-tea in Medical Health Care and Functional Product Development Engineering Research Center in Jiangxi, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi 341000, China.

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Classifications MeSH