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Regioselective Construction of Functionalized Biarylols by Fe(OTf)3-Catalyzed Direct Arylation of 1-Diazonaphthalen-2(1H)-ones and Their Fluorescence Properties

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 47, Pages 7046-7054

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701533

Keywords

Biaryls; Imaging agents; Diazo compounds; Cross-coupling

Funding

  1. Nano Material Technology Development Program of the Korean National Research Foundation (NRF) - Korean Ministry of Education, Science, and Technology [2012M3A7B4049675]
  2. Priority Research Centers Program [2014R1A6A1031189]

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A facile and efficient protocol for the construction of functionalized biarylols by Fe(OTf)(3)-catalyzed direct arylation of 1-diazonaphthalen-2(1H)-ones with arenes has been developed. This methodology provides diverse 1-arylnaphthalen-2-ols in moderate to good yields. This approach has also been applied to the synthesis of biologically interesting polycyclic-aromatic-substituted and heteroaryl-substituted naphthalen-2-ols. The synthesized compounds bearing an anthracene scaffold can be useful as potential fluorescent biomarkers for confocal imaging of clone cells.

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