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

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 app...

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Veröffentlicht in:European journal of organic chemistry 2017-12, Vol.2017 (47), p.7046-7054
Hauptverfasser: Somai Magar, Krishna Bahadur, Edison, T. N. J. I., Lee, Yong Rok
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Sprache:eng
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Zusammenfassung: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. Fe(OTf)3‐catalyzed direct arylation of 1‐diazonaphthalen‐2(1H)‐ones with arenes, polyarenes, or carbazoles for the construction of functionalized biarylols has been developed. The synthesized compounds bearing an anthracene scaffold were subjected to a fluorescence labelling study as they can be useful as potential fluorescent biomarkers for confocal imaging of clone cells.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201701533