Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates
A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinol...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2023-12, Vol.365 (24), p.4527-4532 |
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| container_end_page | 4532 |
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| container_issue | 24 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Xu, Jinli Zhao, Chenyue Cheng, Dongping Xu, Xiaoliang |
| description | A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinolinediones. A wide variety of monoalkyl oxalates were amenable in this protocol, affording various alkoxycarbonyl substituted isoquinolinediones. |
| doi_str_mv | 10.1002/adsc.202301223 |
| format | Article |
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Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinolinediones. A wide variety of monoalkyl oxalates were amenable in this protocol, affording various alkoxycarbonyl substituted isoquinolinediones.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.202301223</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>Alkoxycarbonyl radicals ; Isoquinolinediones ; Monoalkyl oxalates ; Oxalates ; Oxidation ; Photocatalytic reaction ; Substitutes</subject><ispartof>Advanced synthesis & catalysis, 2023-12, Vol.365 (24), p.4527-4532</ispartof><rights>2023 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3173-bd8c10e5db2dd778e1333c3b9bb585b605f7704d47b8ae8621ce07ea3e1ddbc53</citedby><cites>FETCH-LOGICAL-c3173-bd8c10e5db2dd778e1333c3b9bb585b605f7704d47b8ae8621ce07ea3e1ddbc53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.202301223$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.202301223$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Xu, Jinli</creatorcontrib><creatorcontrib>Zhao, Chenyue</creatorcontrib><creatorcontrib>Cheng, Dongping</creatorcontrib><creatorcontrib>Xu, Xiaoliang</creatorcontrib><title>Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates</title><title>Advanced synthesis & catalysis</title><description>A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinolinediones. A wide variety of monoalkyl oxalates were amenable in this protocol, affording various alkoxycarbonyl substituted isoquinolinediones.</description><subject>Alkoxycarbonyl radicals</subject><subject>Isoquinolinediones</subject><subject>Monoalkyl oxalates</subject><subject>Oxalates</subject><subject>Oxidation</subject><subject>Photocatalytic reaction</subject><subject>Substitutes</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFkDtPwzAUhS0EEqWwMkdiTutHHSdjVF6VCkgUZsuvqC5uXOKUkk5MzPxGfgmJisrIdI90v3Ou7gHgHMEBghAPhQ5qgCEmEGFMDkAPJYjGI5Rkh3tN4TE4CWEBIWIpYz3wOWvKem6CDZEvoknwr2tbemdLo60vTYjerIhaIHoU2irholxrW7er4bhRzm5Fpzvr_ffHV-5eGtfOTi9NPReqapxvnDTlViytbuM2tp5Hd770omOjh3fhRG3CKTgqhAvm7Hf2wfP11dP4Np4-3EzG-TRWBDESS50qBA3VEmvNWGoQIUQRmUlJUyoTSAvG4EiPmEyFSROMlIHMCGKQ1lJR0gcXu9xV1X5qQs0Xfl2V7UmOM0gYwRRnLTXYUaryIVSm4KvKLkXVcAR51zXvuub7rltDtjNsrDPNPzTPL2fjP-8PR2CJYA</recordid><startdate>20231219</startdate><enddate>20231219</enddate><creator>Xu, Jinli</creator><creator>Zhao, Chenyue</creator><creator>Cheng, Dongping</creator><creator>Xu, Xiaoliang</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20231219</creationdate><title>Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates</title><author>Xu, Jinli ; Zhao, Chenyue ; Cheng, Dongping ; Xu, Xiaoliang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3173-bd8c10e5db2dd778e1333c3b9bb585b605f7704d47b8ae8621ce07ea3e1ddbc53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alkoxycarbonyl radicals</topic><topic>Isoquinolinediones</topic><topic>Monoalkyl oxalates</topic><topic>Oxalates</topic><topic>Oxidation</topic><topic>Photocatalytic reaction</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xu, Jinli</creatorcontrib><creatorcontrib>Zhao, Chenyue</creatorcontrib><creatorcontrib>Cheng, Dongping</creatorcontrib><creatorcontrib>Xu, Xiaoliang</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xu, Jinli</au><au>Zhao, Chenyue</au><au>Cheng, Dongping</au><au>Xu, Xiaoliang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2023-12-19</date><risdate>2023</risdate><volume>365</volume><issue>24</issue><spage>4527</spage><epage>4532</epage><pages>4527-4532</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinolinediones. A wide variety of monoalkyl oxalates were amenable in this protocol, affording various alkoxycarbonyl substituted isoquinolinediones.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.202301223</doi><tpages>6</tpages></addata></record> |
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| ispartof | Advanced synthesis & catalysis, 2023-12, Vol.365 (24), p.4527-4532 |
| issn | 1615-4150 1615-4169 |
| language | eng |
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| source | Wiley-Blackwell Journals |
| subjects | Alkoxycarbonyl radicals Isoquinolinediones Monoalkyl oxalates Oxalates Oxidation Photocatalytic reaction Substitutes |
| title | Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates |
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