Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions
Phosphonation of quinoxalines and quinoxalin-2(1 H )-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1 H )-ones are compatible with alkyl or aryl phosphonates and provided good yields of products...
Gespeichert in:
| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2020-09, Vol.22 (18), p.617-6175 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 6175 |
|---|---|
| container_issue | 18 |
| container_start_page | 617 |
| container_title | Green chemistry : an international journal and green chemistry resource : GC |
| container_volume | 22 |
| creator | Rawat, Deepa Kumar, Rahul Subbarayappa, Adimurthy |
| description | Phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1
H
)-ones are compatible with alkyl or aryl phosphonates and provided good yields of products through regioselective C-P bond formation under base/ligand-free conditions. Competitive experiments showed quinoxalin-2(1
H
)-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism.
Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described. |
| doi_str_mv | 10.1039/d0gc02168g |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D0GC02168G</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2444276931</sourcerecordid><originalsourceid>FETCH-LOGICAL-c385t-2b76a4afab8e921aee28b02df28a138501f6e75bc39484147f346ab3d28e043c3</originalsourceid><addsrcrecordid>eNp9kM1LAzEQxRdRsFYv3oWIFxWi-Wp29yhVq1Dwol6XbDJpU9ZkTXZB_3u3VqonD8MM8368By_Ljim5ooSX14YsNGFUFoudbESF5LhkOdnd3pLtZwcprQihNJdilLWvLrm6Ady4xbJDzpteg0HtMqRhvOpc8ChY9N47Hz5U4zwkpLz588DsnF7gsBZ6byAiBTHUTqM36FSDbQRAOnjj1l7pMNuzqklw9LPH2cv93fP0Ac-fZo_TmznWvJh0mNW5VEJZVRdQMqoAWFETZiwrFB0IQq2EfFJrXopCUJFbLqSquWEFEME1H2dnG982hvceUletQh_9EFkxIQTLZcnpQF1uKB1DShFs1Ub3puJnRUm1brS6JbPpd6OzAT7ZwDHpLffb-KCf_qdXrbH8C0rqfyQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2444276931</pqid></control><display><type>article</type><title>Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions</title><source>Alma/SFX Local Collection</source><source>Royal Society of Chemistry E-Journals</source><creator>Rawat, Deepa ; Kumar, Rahul ; Subbarayappa, Adimurthy</creator><creatorcontrib>Rawat, Deepa ; Kumar, Rahul ; Subbarayappa, Adimurthy</creatorcontrib><description>Phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1
H
)-ones are compatible with alkyl or aryl phosphonates and provided good yields of products through regioselective C-P bond formation under base/ligand-free conditions. Competitive experiments showed quinoxalin-2(1
H
)-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism.
Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/d0gc02168g</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Aromatic compounds ; Green chemistry ; Melting points ; NMR ; Nuclear magnetic resonance ; Oxidants ; Oxidizing agents ; Phosphonates ; Quinoxalines ; Room temperature</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2020-09, Vol.22 (18), p.617-6175</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c385t-2b76a4afab8e921aee28b02df28a138501f6e75bc39484147f346ab3d28e043c3</citedby><cites>FETCH-LOGICAL-c385t-2b76a4afab8e921aee28b02df28a138501f6e75bc39484147f346ab3d28e043c3</cites><orcidid>0000-0001-5320-4961</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Rawat, Deepa</creatorcontrib><creatorcontrib>Kumar, Rahul</creatorcontrib><creatorcontrib>Subbarayappa, Adimurthy</creatorcontrib><title>Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>Phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1
H
)-ones are compatible with alkyl or aryl phosphonates and provided good yields of products through regioselective C-P bond formation under base/ligand-free conditions. Competitive experiments showed quinoxalin-2(1
H
)-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism.
Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described.</description><subject>Aromatic compounds</subject><subject>Green chemistry</subject><subject>Melting points</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oxidants</subject><subject>Oxidizing agents</subject><subject>Phosphonates</subject><subject>Quinoxalines</subject><subject>Room temperature</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kM1LAzEQxRdRsFYv3oWIFxWi-Wp29yhVq1Dwol6XbDJpU9ZkTXZB_3u3VqonD8MM8368By_Ljim5ooSX14YsNGFUFoudbESF5LhkOdnd3pLtZwcprQihNJdilLWvLrm6Ady4xbJDzpteg0HtMqRhvOpc8ChY9N47Hz5U4zwkpLz588DsnF7gsBZ6byAiBTHUTqM36FSDbQRAOnjj1l7pMNuzqklw9LPH2cv93fP0Ac-fZo_TmznWvJh0mNW5VEJZVRdQMqoAWFETZiwrFB0IQq2EfFJrXopCUJFbLqSquWEFEME1H2dnG982hvceUletQh_9EFkxIQTLZcnpQF1uKB1DShFs1Ub3puJnRUm1brS6JbPpd6OzAT7ZwDHpLffb-KCf_qdXrbH8C0rqfyQ</recordid><startdate>20200921</startdate><enddate>20200921</enddate><creator>Rawat, Deepa</creator><creator>Kumar, Rahul</creator><creator>Subbarayappa, Adimurthy</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0001-5320-4961</orcidid></search><sort><creationdate>20200921</creationdate><title>Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions</title><author>Rawat, Deepa ; Kumar, Rahul ; Subbarayappa, Adimurthy</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c385t-2b76a4afab8e921aee28b02df28a138501f6e75bc39484147f346ab3d28e043c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aromatic compounds</topic><topic>Green chemistry</topic><topic>Melting points</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oxidants</topic><topic>Oxidizing agents</topic><topic>Phosphonates</topic><topic>Quinoxalines</topic><topic>Room temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rawat, Deepa</creatorcontrib><creatorcontrib>Kumar, Rahul</creatorcontrib><creatorcontrib>Subbarayappa, Adimurthy</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rawat, Deepa</au><au>Kumar, Rahul</au><au>Subbarayappa, Adimurthy</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2020-09-21</date><risdate>2020</risdate><volume>22</volume><issue>18</issue><spage>617</spage><epage>6175</epage><pages>617-6175</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>Phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1
H
)-ones are compatible with alkyl or aryl phosphonates and provided good yields of products through regioselective C-P bond formation under base/ligand-free conditions. Competitive experiments showed quinoxalin-2(1
H
)-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism.
Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1
H
)-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0gc02168g</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-5320-4961</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1463-9262 |
| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2020-09, Vol.22 (18), p.617-6175 |
| issn | 1463-9262 1463-9270 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D0GC02168G |
| source | Alma/SFX Local Collection; Royal Society of Chemistry E-Journals |
| subjects | Aromatic compounds Green chemistry Melting points NMR Nuclear magnetic resonance Oxidants Oxidizing agents Phosphonates Quinoxalines Room temperature |
| title | Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T18%3A05%3A56IST&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=Visible-light%20induced%20phosphonation%20of%20quinoxalines%20and%20quinoxalin-2(1)-ones%20under%20aerobic%20metal-free%20conditions&rft.jtitle=Green%20chemistry%20:%20an%20international%20journal%20and%20green%20chemistry%20resource%20:%20GC&rft.au=Rawat,%20Deepa&rft.date=2020-09-21&rft.volume=22&rft.issue=18&rft.spage=617&rft.epage=6175&rft.pages=617-6175&rft.issn=1463-9262&rft.eissn=1463-9270&rft_id=info:doi/10.1039/d0gc02168g&rft_dat=%3Cproquest_cross%3E2444276931%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=2444276931&rft_id=info:pmid/&rfr_iscdi=true |