C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis
[Display omitted] •A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including...
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| Veröffentlicht in: | Journal of fluorine chemistry 2019-03, Vol.219, p.23-28 |
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| container_title | Journal of fluorine chemistry |
| container_volume | 219 |
| creator | Tian, Chao Yang, Li-Ming Tian, Hai-Tao An, Guang-Hui Li, Guang-Ming |
| description | [Display omitted]
•A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including 8-aminoquinoline tosylamide.
A new protocol for C5-selective CH trifluoromethylation of 8-aminoquinolines via photoredox catalysis was developed. It allows rapid access to various C5-trifluoromethyl 8-amino quinoline derivatives in MeCN/H2O enabled by Eosin Y as photocatalysts. |
| doi_str_mv | 10.1016/j.jfluchem.2018.12.011 |
| format | Article |
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•A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including 8-aminoquinoline tosylamide.
A new protocol for C5-selective CH trifluoromethylation of 8-aminoquinolines via photoredox catalysis was developed. It allows rapid access to various C5-trifluoromethyl 8-amino quinoline derivatives in MeCN/H2O enabled by Eosin Y as photocatalysts.</description><identifier>ISSN: 0022-1139</identifier><identifier>EISSN: 1873-3328</identifier><identifier>DOI: 10.1016/j.jfluchem.2018.12.011</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>8-Aminoquinolines ; Aminoquinolines ; Catalysis ; Organic chemistry ; Organic compounds ; Para-selective C[sbnd]H activation ; Photoredox catalysis ; Quinoline ; Quinolines ; Trifluoromethylation</subject><ispartof>Journal of fluorine chemistry, 2019-03, Vol.219, p.23-28</ispartof><rights>2018 Elsevier B.V.</rights><rights>Copyright Elsevier BV Mar 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c406t-d34b67437816852b2824e9335f79b273be8c8b388b79cc81b622c0e704feadd3</citedby><cites>FETCH-LOGICAL-c406t-d34b67437816852b2824e9335f79b273be8c8b388b79cc81b622c0e704feadd3</cites><orcidid>0000-0002-3437-5834</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.jfluchem.2018.12.011$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,27929,27930,46000</link.rule.ids></links><search><creatorcontrib>Tian, Chao</creatorcontrib><creatorcontrib>Yang, Li-Ming</creatorcontrib><creatorcontrib>Tian, Hai-Tao</creatorcontrib><creatorcontrib>An, Guang-Hui</creatorcontrib><creatorcontrib>Li, Guang-Ming</creatorcontrib><title>C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis</title><title>Journal of fluorine chemistry</title><description>[Display omitted]
•A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including 8-aminoquinoline tosylamide.
A new protocol for C5-selective CH trifluoromethylation of 8-aminoquinolines via photoredox catalysis was developed. It allows rapid access to various C5-trifluoromethyl 8-amino quinoline derivatives in MeCN/H2O enabled by Eosin Y as photocatalysts.</description><subject>8-Aminoquinolines</subject><subject>Aminoquinolines</subject><subject>Catalysis</subject><subject>Organic chemistry</subject><subject>Organic compounds</subject><subject>Para-selective C[sbnd]H activation</subject><subject>Photoredox catalysis</subject><subject>Quinoline</subject><subject>Quinolines</subject><subject>Trifluoromethylation</subject><issn>0022-1139</issn><issn>1873-3328</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkMtOwzAQRS0EEqXwCygS64SxncTODlTxkirBonvLcSaqoyRubaeif0-qwprNzObeM5pDyD2FjAItH7usa_vJbHHIGFCZUZYBpRdkQaXgKedMXpIFAGMppby6JjchdAAgQMgF-VoVacAeTbQHTKK3M8p5N2DcHnsdrRsT1yYy1YMdXbKf5tnbEUNysDrZbV10Hhv3nRgddX8MNtySq1b3Ae9-95JsXl82q_d0_fn2sXpepyaHMqYNz-tS5FxIWsqC1UyyHCvOi1ZUNRO8RmlkzaWsRWWMpHXJmAEUkLeom4YvycMZu_NuP2GIqnOTH-eLijHIhShKyOdUeU4Z70Lw2Kqdt4P2R0VBneSpTv3JUyd5ijI1y5uLT-cizi8cLHoVjMXRYGP97Eo1zv6H-AFYV3wg</recordid><startdate>201903</startdate><enddate>201903</enddate><creator>Tian, Chao</creator><creator>Yang, Li-Ming</creator><creator>Tian, Hai-Tao</creator><creator>An, Guang-Hui</creator><creator>Li, Guang-Ming</creator><general>Elsevier B.V</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QP</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>7U7</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-3437-5834</orcidid></search><sort><creationdate>201903</creationdate><title>C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis</title><author>Tian, Chao ; Yang, Li-Ming ; Tian, Hai-Tao ; An, Guang-Hui ; Li, Guang-Ming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c406t-d34b67437816852b2824e9335f79b273be8c8b388b79cc81b622c0e704feadd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>8-Aminoquinolines</topic><topic>Aminoquinolines</topic><topic>Catalysis</topic><topic>Organic chemistry</topic><topic>Organic compounds</topic><topic>Para-selective C[sbnd]H activation</topic><topic>Photoredox catalysis</topic><topic>Quinoline</topic><topic>Quinolines</topic><topic>Trifluoromethylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tian, Chao</creatorcontrib><creatorcontrib>Yang, Li-Ming</creatorcontrib><creatorcontrib>Tian, Hai-Tao</creatorcontrib><creatorcontrib>An, Guang-Hui</creatorcontrib><creatorcontrib>Li, Guang-Ming</creatorcontrib><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of fluorine chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tian, Chao</au><au>Yang, Li-Ming</au><au>Tian, Hai-Tao</au><au>An, Guang-Hui</au><au>Li, Guang-Ming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis</atitle><jtitle>Journal of fluorine chemistry</jtitle><date>2019-03</date><risdate>2019</risdate><volume>219</volume><spage>23</spage><epage>28</epage><pages>23-28</pages><issn>0022-1139</issn><eissn>1873-3328</eissn><abstract>[Display omitted]
•A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including 8-aminoquinoline tosylamide.
A new protocol for C5-selective CH trifluoromethylation of 8-aminoquinolines via photoredox catalysis was developed. It allows rapid access to various C5-trifluoromethyl 8-amino quinoline derivatives in MeCN/H2O enabled by Eosin Y as photocatalysts.</abstract><cop>Lausanne</cop><pub>Elsevier B.V</pub><doi>10.1016/j.jfluchem.2018.12.011</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-3437-5834</orcidid></addata></record> |
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| ispartof | Journal of fluorine chemistry, 2019-03, Vol.219, p.23-28 |
| issn | 0022-1139 1873-3328 |
| language | eng |
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| source | Access via ScienceDirect (Elsevier) |
| subjects | 8-Aminoquinolines Aminoquinolines Catalysis Organic chemistry Organic compounds Para-selective C[sbnd]H activation Photoredox catalysis Quinoline Quinolines Trifluoromethylation |
| title | C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis |
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