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....

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic Chemistry Frontiers 2018-04, Vol.5 (8), p.1312-1319
Hauptverfasser: Shi, Lili, Liu, Hongxin, Huo, Luqiong, Dang, Yaqian, Wang, Yu, Yang, Bao, Qiu, Shengxiang, Tan, Haibo
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1319
container_issue 8
container_start_page 1312
container_title Organic Chemistry Frontiers
container_volume 5
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
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2026332980</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2026332980</sourcerecordid><originalsourceid>FETCH-LOGICAL-c259t-3b8dfd2facfc28b24969cf8eb6b35229b0f2ef19a2fabdde7ac4e4430530d88e3</originalsourceid><addsrcrecordid>eNpNkEtLAzEUhYMoWGo3_oKAO2E0j5lpspSiVSgUUXfCkMeNTUmbmqTF-feOVNDF4ZzFd-6Fg9AlJTeUcHk7E89LQkhN5ydoxEjDqpoyefovn6NJzuuBoaxpSTMdofcXX6DKEMAUfwC8W8E2BqxMH1TxcYs3YL0qYLHucVn5qIy3GR-8GpS9DoCD_1iVoRhLTGDjFzaqqNBnny_QmVMhw-TXx-jt4f519lgtlvOn2d2iMqyRpeJaWGeZU8YZJjSrZSuNE6BbzRvGpCaOgaNSDYi2FqbK1FDXnDScWCGAj9HV8e4uxc895NKt4z5th5cdI6zlnElBBur6SJkUc07gul3yG5X6jpLuZ8Dub0D-DUm5ZLc</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2026332980</pqid></control><display><type>article</type><title>Site-selective phenol acylation mediated by thioacids via visible light photoredox catalysis</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Shi, Lili ; Liu, Hongxin ; Huo, Luqiong ; Dang, Yaqian ; Wang, Yu ; Yang, Bao ; Qiu, Shengxiang ; Tan, Haibo</creator><creatorcontrib>Shi, Lili ; Liu, Hongxin ; Huo, Luqiong ; Dang, Yaqian ; Wang, Yu ; Yang, Bao ; Qiu, Shengxiang ; Tan, Haibo</creatorcontrib><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><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>
fulltext fulltext
identifier ISSN: 2052-4129
ispartof Organic Chemistry Frontiers, 2018-04, Vol.5 (8), p.1312-1319
issn 2052-4129
2052-4110
2052-4129
2052-4110
language eng
recordid cdi_proquest_journals_2026332980
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
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T18%3A06%3A34IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Site-selective%20phenol%20acylation%20mediated%20by%20thioacids%20via%20visible%20light%20photoredox%20catalysis&rft.jtitle=Organic%20Chemistry%20Frontiers&rft.au=Shi,%20Lili&rft.date=2018-04-21&rft.volume=5&rft.issue=8&rft.spage=1312&rft.epage=1319&rft.pages=1312-1319&rft.issn=2052-4129&rft.eissn=2052-4129&rft_id=info:doi/10.1039/C8QO00041G&rft_dat=%3Cproquest_cross%3E2026332980%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2026332980&rft_id=info:pmid/&rfr_iscdi=true