Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis
Site-selective phenol acylation mediated by thioacids with various phenols as acylation surrogates via visible light photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters, with the exclusive acylation of a phenol hydroxyl group over an alcoholic one....
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Veröffentlicht in: | Organic Chemistry Frontiers 2018-04, Vol.5 (8), p.1312-1319 |
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container_title | Organic Chemistry Frontiers |
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creator | Shi, Lili Liu, Hongxin Huo, Luqiong Dang, Yaqian Wang, Yu Yang, Bao Qiu, Shengxiang Tan, Haibo |
description | Site-selective phenol acylation mediated by thioacids with various phenols as acylation surrogates
via
visible light photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters, with the exclusive acylation of a phenol hydroxyl group over an alcoholic one. The utility of this methodology was also demonstrated by the modification of biologically meaningful natural products. |
doi_str_mv | 10.1039/C8QO00041G |
format | Article |
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via
visible light photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters, with the exclusive acylation of a phenol hydroxyl group over an alcoholic one. The utility of this methodology was also demonstrated by the modification of biologically meaningful natural products.</description><identifier>ISSN: 2052-4129</identifier><identifier>ISSN: 2052-4110</identifier><identifier>EISSN: 2052-4129</identifier><identifier>EISSN: 2052-4110</identifier><identifier>DOI: 10.1039/C8QO00041G</identifier><language>eng</language><publisher>London: Royal Society of Chemistry</publisher><subject>Acylation ; Catalysis ; Esters ; Hydroxyl groups ; Natural products ; Organic chemistry ; Phenolic compounds ; Phenols ; Photoredox catalysis</subject><ispartof>Organic Chemistry Frontiers, 2018-04, Vol.5 (8), p.1312-1319</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c259t-3b8dfd2facfc28b24969cf8eb6b35229b0f2ef19a2fabdde7ac4e4430530d88e3</citedby><cites>FETCH-LOGICAL-c259t-3b8dfd2facfc28b24969cf8eb6b35229b0f2ef19a2fabdde7ac4e4430530d88e3</cites><orcidid>0000-0002-0391-3628</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Shi, Lili</creatorcontrib><creatorcontrib>Liu, Hongxin</creatorcontrib><creatorcontrib>Huo, Luqiong</creatorcontrib><creatorcontrib>Dang, Yaqian</creatorcontrib><creatorcontrib>Wang, Yu</creatorcontrib><creatorcontrib>Yang, Bao</creatorcontrib><creatorcontrib>Qiu, Shengxiang</creatorcontrib><creatorcontrib>Tan, Haibo</creatorcontrib><title>Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis</title><title>Organic Chemistry Frontiers</title><description>Site-selective phenol acylation mediated by thioacids with various phenols as acylation surrogates
via
visible light photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters, with the exclusive acylation of a phenol hydroxyl group over an alcoholic one. The utility of this methodology was also demonstrated by the modification of biologically meaningful natural products.</description><subject>Acylation</subject><subject>Catalysis</subject><subject>Esters</subject><subject>Hydroxyl groups</subject><subject>Natural products</subject><subject>Organic chemistry</subject><subject>Phenolic compounds</subject><subject>Phenols</subject><subject>Photoredox catalysis</subject><issn>2052-4129</issn><issn>2052-4110</issn><issn>2052-4129</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpNkEtLAzEUhYMoWGo3_oKAO2E0j5lpspSiVSgUUXfCkMeNTUmbmqTF-feOVNDF4ZzFd-6Fg9AlJTeUcHk7E89LQkhN5ydoxEjDqpoyefovn6NJzuuBoaxpSTMdofcXX6DKEMAUfwC8W8E2BqxMH1TxcYs3YL0qYLHucVn5qIy3GR-8GpS9DoCD_1iVoRhLTGDjFzaqqNBnny_QmVMhw-TXx-jt4f519lgtlvOn2d2iMqyRpeJaWGeZU8YZJjSrZSuNE6BbzRvGpCaOgaNSDYi2FqbK1FDXnDScWCGAj9HV8e4uxc895NKt4z5th5cdI6zlnElBBur6SJkUc07gul3yG5X6jpLuZ8Dub0D-DUm5ZLc</recordid><startdate>20180421</startdate><enddate>20180421</enddate><creator>Shi, Lili</creator><creator>Liu, Hongxin</creator><creator>Huo, Luqiong</creator><creator>Dang, Yaqian</creator><creator>Wang, Yu</creator><creator>Yang, Bao</creator><creator>Qiu, Shengxiang</creator><creator>Tan, Haibo</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-0391-3628</orcidid></search><sort><creationdate>20180421</creationdate><title>Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis</title><author>Shi, Lili ; Liu, Hongxin ; Huo, Luqiong ; Dang, Yaqian ; Wang, Yu ; Yang, Bao ; Qiu, Shengxiang ; Tan, Haibo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-3b8dfd2facfc28b24969cf8eb6b35229b0f2ef19a2fabdde7ac4e4430530d88e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acylation</topic><topic>Catalysis</topic><topic>Esters</topic><topic>Hydroxyl groups</topic><topic>Natural products</topic><topic>Organic chemistry</topic><topic>Phenolic compounds</topic><topic>Phenols</topic><topic>Photoredox catalysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shi, Lili</creatorcontrib><creatorcontrib>Liu, Hongxin</creatorcontrib><creatorcontrib>Huo, Luqiong</creatorcontrib><creatorcontrib>Dang, Yaqian</creatorcontrib><creatorcontrib>Wang, Yu</creatorcontrib><creatorcontrib>Yang, Bao</creatorcontrib><creatorcontrib>Qiu, Shengxiang</creatorcontrib><creatorcontrib>Tan, Haibo</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic Chemistry Frontiers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shi, Lili</au><au>Liu, Hongxin</au><au>Huo, Luqiong</au><au>Dang, Yaqian</au><au>Wang, Yu</au><au>Yang, Bao</au><au>Qiu, Shengxiang</au><au>Tan, Haibo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis</atitle><jtitle>Organic Chemistry Frontiers</jtitle><date>2018-04-21</date><risdate>2018</risdate><volume>5</volume><issue>8</issue><spage>1312</spage><epage>1319</epage><pages>1312-1319</pages><issn>2052-4129</issn><issn>2052-4110</issn><eissn>2052-4129</eissn><eissn>2052-4110</eissn><abstract>Site-selective phenol acylation mediated by thioacids with various phenols as acylation surrogates
via
visible light photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters, with the exclusive acylation of a phenol hydroxyl group over an alcoholic one. The utility of this methodology was also demonstrated by the modification of biologically meaningful natural products.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/C8QO00041G</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-0391-3628</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008- |
subjects | Acylation Catalysis Esters Hydroxyl groups Natural products Organic chemistry Phenolic compounds Phenols Photoredox catalysis |
title | Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis |
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