CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products
Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthe...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2010-12, Vol.75 (24), p.8701-8704 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 8704 |
---|---|
container_issue | 24 |
container_start_page | 8701 |
container_title | Journal of organic chemistry |
container_volume | 75 |
creator | Johnson, Myron M Naidoo, Jeremy M Fernandes, Manuel A Mmutlane, Edwin M van Otterlo, Willem A. L de Koning, Charles B |
description | Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined. |
doi_str_mv | 10.1021/jo101873v |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_821484105</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>821484105</sourcerecordid><originalsourceid>FETCH-LOGICAL-a344t-d75771726b3f12412acd54eabe8940f9ffb176a0c96a1858a846089fbb5ebaf53</originalsourceid><addsrcrecordid>eNptkMtOwzAQRS0EoqWw4AdQNgixCNiO7TjLquIlCkU8JHbRxA-RKo2LnSD696S0tBtmczXSmTvSQeiY4AuCKbmcOoKJTJOvHdQnnOJYZJjtoj7GlMYJFUkPHYQwxd1wzvdRjxIsRcZlH92Pho_xg9ElNEZHk-9SQ1O6OkTW-aj5MNHLou4ilCFyNnqHbnG1CRHUOno21e_Vk3e6VU04RHsWqmCO1jlAb9dXr6PbeDy5uRsNxzEkjDWxTnmakpSKIrGEMkJBac4MFEZmDNvM2oKkArDKBBDJJUgmsMxsUXBTgOXJAJ2teufefbYmNPmsDMpUFdTGtSGXlDDJCF6S5ytSeReCNzaf-3IGfpETnC_V5Rt1HXuybm2LmdEb8s9VB5yuAQgKKuuhVmXYckmaZKnAWw5U6PpbX3cy_nn4A0_ggVU</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>821484105</pqid></control><display><type>article</type><title>CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products</title><source>MEDLINE</source><source>ACS Publications</source><creator>Johnson, Myron M ; Naidoo, Jeremy M ; Fernandes, Manuel A ; Mmutlane, Edwin M ; van Otterlo, Willem A. L ; de Koning, Charles B</creator><creatorcontrib>Johnson, Myron M ; Naidoo, Jeremy M ; Fernandes, Manuel A ; Mmutlane, Edwin M ; van Otterlo, Willem A. L ; de Koning, Charles B</creatorcontrib><description>Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo101873v</identifier><identifier>PMID: 21086958</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Cerium - chemistry ; Chemistry ; Condensed benzenic and aromatic compounds ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Naphthalenes - chemical synthesis ; Naphthalenes - chemistry ; Organic chemistry ; Oxidation-Reduction ; Preparations and properties ; Xanthones - chemical synthesis ; Xanthones - chemistry</subject><ispartof>Journal of organic chemistry, 2010-12, Vol.75 (24), p.8701-8704</ispartof><rights>Copyright © 2010 American Chemical Society</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a344t-d75771726b3f12412acd54eabe8940f9ffb176a0c96a1858a846089fbb5ebaf53</citedby><cites>FETCH-LOGICAL-a344t-d75771726b3f12412acd54eabe8940f9ffb176a0c96a1858a846089fbb5ebaf53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo101873v$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo101873v$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2756,27067,27915,27916,56729,56779</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23739760$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21086958$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Johnson, Myron M</creatorcontrib><creatorcontrib>Naidoo, Jeremy M</creatorcontrib><creatorcontrib>Fernandes, Manuel A</creatorcontrib><creatorcontrib>Mmutlane, Edwin M</creatorcontrib><creatorcontrib>van Otterlo, Willem A. L</creatorcontrib><creatorcontrib>de Koning, Charles B</creatorcontrib><title>CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.</description><subject>Cerium - chemistry</subject><subject>Chemistry</subject><subject>Condensed benzenic and aromatic compounds</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Structure</subject><subject>Naphthalenes - chemical synthesis</subject><subject>Naphthalenes - chemistry</subject><subject>Organic chemistry</subject><subject>Oxidation-Reduction</subject><subject>Preparations and properties</subject><subject>Xanthones - chemical synthesis</subject><subject>Xanthones - chemistry</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMtOwzAQRS0EoqWw4AdQNgixCNiO7TjLquIlCkU8JHbRxA-RKo2LnSD696S0tBtmczXSmTvSQeiY4AuCKbmcOoKJTJOvHdQnnOJYZJjtoj7GlMYJFUkPHYQwxd1wzvdRjxIsRcZlH92Pho_xg9ElNEZHk-9SQ1O6OkTW-aj5MNHLou4ilCFyNnqHbnG1CRHUOno21e_Vk3e6VU04RHsWqmCO1jlAb9dXr6PbeDy5uRsNxzEkjDWxTnmakpSKIrGEMkJBac4MFEZmDNvM2oKkArDKBBDJJUgmsMxsUXBTgOXJAJ2teufefbYmNPmsDMpUFdTGtSGXlDDJCF6S5ytSeReCNzaf-3IGfpETnC_V5Rt1HXuybm2LmdEb8s9VB5yuAQgKKuuhVmXYckmaZKnAWw5U6PpbX3cy_nn4A0_ggVU</recordid><startdate>20101217</startdate><enddate>20101217</enddate><creator>Johnson, Myron M</creator><creator>Naidoo, Jeremy M</creator><creator>Fernandes, Manuel A</creator><creator>Mmutlane, Edwin M</creator><creator>van Otterlo, Willem A. L</creator><creator>de Koning, Charles B</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20101217</creationdate><title>CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products</title><author>Johnson, Myron M ; Naidoo, Jeremy M ; Fernandes, Manuel A ; Mmutlane, Edwin M ; van Otterlo, Willem A. L ; de Koning, Charles B</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a344t-d75771726b3f12412acd54eabe8940f9ffb176a0c96a1858a846089fbb5ebaf53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Cerium - chemistry</topic><topic>Chemistry</topic><topic>Condensed benzenic and aromatic compounds</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Structure</topic><topic>Naphthalenes - chemical synthesis</topic><topic>Naphthalenes - chemistry</topic><topic>Organic chemistry</topic><topic>Oxidation-Reduction</topic><topic>Preparations and properties</topic><topic>Xanthones - chemical synthesis</topic><topic>Xanthones - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Johnson, Myron M</creatorcontrib><creatorcontrib>Naidoo, Jeremy M</creatorcontrib><creatorcontrib>Fernandes, Manuel A</creatorcontrib><creatorcontrib>Mmutlane, Edwin M</creatorcontrib><creatorcontrib>van Otterlo, Willem A. L</creatorcontrib><creatorcontrib>de Koning, Charles B</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Johnson, Myron M</au><au>Naidoo, Jeremy M</au><au>Fernandes, Manuel A</au><au>Mmutlane, Edwin M</au><au>van Otterlo, Willem A. L</au><au>de Koning, Charles B</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2010-12-17</date><risdate>2010</risdate><volume>75</volume><issue>24</issue><spage>8701</spage><epage>8704</epage><pages>8701-8704</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>21086958</pmid><doi>10.1021/jo101873v</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-3263 |
ispartof | Journal of organic chemistry, 2010-12, Vol.75 (24), p.8701-8704 |
issn | 0022-3263 1520-6904 |
language | eng |
recordid | cdi_proquest_miscellaneous_821484105 |
source | MEDLINE; ACS Publications |
subjects | Cerium - chemistry Chemistry Condensed benzenic and aromatic compounds Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Magnetic Resonance Spectroscopy Molecular Structure Naphthalenes - chemical synthesis Naphthalenes - chemistry Organic chemistry Oxidation-Reduction Preparations and properties Xanthones - chemical synthesis Xanthones - chemistry |
title | CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-15T05%3A00%3A12IST&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=CAN-Mediated%20Oxidations%20for%20the%20Synthesis%20of%20Xanthones%20and%20Related%20Products&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Johnson,%20Myron%20M&rft.date=2010-12-17&rft.volume=75&rft.issue=24&rft.spage=8701&rft.epage=8704&rft.pages=8701-8704&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo101873v&rft_dat=%3Cproquest_cross%3E821484105%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=821484105&rft_id=info:pmid/21086958&rfr_iscdi=true |