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 |
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| container_title | European journal of organic chemistry |
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| creator | Somai Magar, Krishna Bahadur Edison, T. N. J. I. Lee, Yong Rok |
| description | 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. |
| doi_str_mv | 10.1002/ejoc.201701533 |
| format | Article |
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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.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201701533</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Anthracene ; Aromatic compounds ; Biaryls ; Biomarkers ; Cross‐coupling ; Diazo compounds ; Fluorescence ; Imaging agents ; Regioselectivity ; Substitutes</subject><ispartof>European journal of organic chemistry, 2017-12, Vol.2017 (47), p.7046-7054</ispartof><rights>2017 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2323-7f73132596031553dd85206ba54cf4c669213688f8472cc0aa4815a720c5cf503</citedby><cites>FETCH-LOGICAL-c2323-7f73132596031553dd85206ba54cf4c669213688f8472cc0aa4815a720c5cf503</cites><orcidid>0000-0003-4617-1385 ; 0000-0003-3463-8494</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejoc.201701533$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201701533$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids></links><search><creatorcontrib>Somai Magar, Krishna Bahadur</creatorcontrib><creatorcontrib>Edison, T. N. J. I.</creatorcontrib><creatorcontrib>Lee, Yong Rok</creatorcontrib><title>Regioselective Construction of Functionalized Biarylols by Fe(OTf)3‐Catalyzed Direct Arylation of 1‐Diazonaphthalen‐2(1H)‐ones and Their Fluorescence Properties</title><title>European journal of organic chemistry</title><description>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.</description><subject>Anthracene</subject><subject>Aromatic compounds</subject><subject>Biaryls</subject><subject>Biomarkers</subject><subject>Cross‐coupling</subject><subject>Diazo compounds</subject><subject>Fluorescence</subject><subject>Imaging agents</subject><subject>Regioselectivity</subject><subject>Substitutes</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkc1OGzEUhUcVSIXQbdeWukkWE67t8cx4CUPCj5CCqlTqbmScO40jMw72TKuw4hF4DJ6rT4JDWliyuj_6zpHuPUnylcKYArBjXDk9ZkALoILzT8kBBSlTyCXsxT7jWUol__k5OQxhBQAyz-lB8vwdfxkX0KLuzG8klWtD5_s4uJa4hkz79rVX1jzggpwa5TfW2UBuN2SKw9m8GfG_j0-V6pTdbIkz46MVOYmY-m9CI3Fm1EO0WS-7pbLYxg0b0otRrK7FQFS7IPMlGk-mtnceg8ZWI7nxbo2-MxiOkv1G2YBf_tVB8mM6mVcX6fXs_LI6uU4144ynRVNwypmQOXAqBF8sSsEgv1Ui002m81wyyvOybMqsYFqDUllJhSoYaKEbAXyQfNv5rr277zF09cr1Pt4faioLKTNZ0jJS4x2lvQvBY1OvvbmLv6kp1Ns06m0a9VsaUSB3gj_G4uYDup5czap37QvU4ZN0</recordid><startdate>20171222</startdate><enddate>20171222</enddate><creator>Somai Magar, Krishna Bahadur</creator><creator>Edison, T. N. J. I.</creator><creator>Lee, Yong Rok</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-4617-1385</orcidid><orcidid>https://orcid.org/0000-0003-3463-8494</orcidid></search><sort><creationdate>20171222</creationdate><title>Regioselective Construction of Functionalized Biarylols by Fe(OTf)3‐Catalyzed Direct Arylation of 1‐Diazonaphthalen‐2(1H)‐ones and Their Fluorescence Properties</title><author>Somai Magar, Krishna Bahadur ; Edison, T. N. J. I. ; Lee, Yong Rok</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2323-7f73132596031553dd85206ba54cf4c669213688f8472cc0aa4815a720c5cf503</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Anthracene</topic><topic>Aromatic compounds</topic><topic>Biaryls</topic><topic>Biomarkers</topic><topic>Cross‐coupling</topic><topic>Diazo compounds</topic><topic>Fluorescence</topic><topic>Imaging agents</topic><topic>Regioselectivity</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Somai Magar, Krishna Bahadur</creatorcontrib><creatorcontrib>Edison, T. N. J. I.</creatorcontrib><creatorcontrib>Lee, Yong Rok</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Somai Magar, Krishna Bahadur</au><au>Edison, T. N. J. I.</au><au>Lee, Yong Rok</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselective Construction of Functionalized Biarylols by Fe(OTf)3‐Catalyzed Direct Arylation of 1‐Diazonaphthalen‐2(1H)‐ones and Their Fluorescence Properties</atitle><jtitle>European journal of organic chemistry</jtitle><date>2017-12-22</date><risdate>2017</risdate><volume>2017</volume><issue>47</issue><spage>7046</spage><epage>7054</epage><pages>7046-7054</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>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.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201701533</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-4617-1385</orcidid><orcidid>https://orcid.org/0000-0003-3463-8494</orcidid></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Anthracene Aromatic compounds Biaryls Biomarkers Cross‐coupling Diazo compounds Fluorescence Imaging agents Regioselectivity Substitutes |
| title | Regioselective Construction of Functionalized Biarylols by Fe(OTf)3‐Catalyzed Direct Arylation of 1‐Diazonaphthalen‐2(1H)‐ones and Their Fluorescence Properties |
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