Electrochemical Hydroalkylation of Quinoxalin‐2(1H)‐ones with Alkyl Halides
We reported herein an electrochemically reductive alkylation, allylation and propargylation of quinoxalin‐2(1H)‐ones with haloalkanes. In an undivided cell, treatment of quinoxalin‐2(1H)‐ones and alkyl halides with constant current, a wide range of 3‐alkylated‐3,4‐dihydroquinoxalin‐2(1H)‐one and its...
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Veröffentlicht in: | Advanced synthesis & catalysis 2023-02, Vol.365 (3), p.318-322 |
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creator | Qiu, Zhihong Huang, Xianting Wu, Jintao Liu, Zhong‐Quan |
description | We reported herein an electrochemically reductive alkylation, allylation and propargylation of quinoxalin‐2(1H)‐ones with haloalkanes. In an undivided cell, treatment of quinoxalin‐2(1H)‐ones and alkyl halides with constant current, a wide range of 3‐alkylated‐3,4‐dihydroquinoxalin‐2(1H)‐one and its derivatives can be isolated in 25–87% yields. |
doi_str_mv | 10.1002/adsc.202201241 |
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In an undivided cell, treatment of quinoxalin‐2(1H)‐ones and alkyl halides with constant current, a wide range of 3‐alkylated‐3,4‐dihydroquinoxalin‐2(1H)‐one and its derivatives can be isolated in 25–87% yields.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.202201241</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>alkylation ; Allyl compounds ; allylation ; Chemical reactions ; electrochemistry ; Halides ; quinoxalin-2(1H)-ones ; radical reactions ; Reductive alkylation</subject><ispartof>Advanced synthesis & catalysis, 2023-02, Vol.365 (3), p.318-322</ispartof><rights>2023 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2471-499dc3e40dd31b2bb72d7bc65a9c0a91849fc67050b75212fb034db262bd0ee23</citedby><cites>FETCH-LOGICAL-c2471-499dc3e40dd31b2bb72d7bc65a9c0a91849fc67050b75212fb034db262bd0ee23</cites><orcidid>0000-0001-6961-0585</orcidid></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.202201241$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.202201241$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Qiu, Zhihong</creatorcontrib><creatorcontrib>Huang, Xianting</creatorcontrib><creatorcontrib>Wu, Jintao</creatorcontrib><creatorcontrib>Liu, Zhong‐Quan</creatorcontrib><title>Electrochemical Hydroalkylation of Quinoxalin‐2(1H)‐ones with Alkyl Halides</title><title>Advanced synthesis & catalysis</title><description>We reported herein an electrochemically reductive alkylation, allylation and propargylation of quinoxalin‐2(1H)‐ones with haloalkanes. In an undivided cell, treatment of quinoxalin‐2(1H)‐ones and alkyl halides with constant current, a wide range of 3‐alkylated‐3,4‐dihydroquinoxalin‐2(1H)‐one and its derivatives can be isolated in 25–87% yields.</description><subject>alkylation</subject><subject>Allyl compounds</subject><subject>allylation</subject><subject>Chemical reactions</subject><subject>electrochemistry</subject><subject>Halides</subject><subject>quinoxalin-2(1H)-ones</subject><subject>radical reactions</subject><subject>Reductive alkylation</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFkM1Kw0AURgdRsFa3rgNudJF4ZzLJdJalViMUiqjrYf5CU9NMnUmp2fkIPqNPYkqlLl19F-757oWD0CWGBAOQW2mCTggQAphQfIQGOMdZTHHOjw9zBqfoLIQlAGYjxgZoPq2tbr3TC7uqtKyjojPeyfqtq2VbuSZyZfS0qRr3Ieuq-f78Ite4uOnTNTZE26pdROMdHBX93thwjk5KWQd78ZtD9Ho_fZkU8Wz-8DgZz2JNKMMx5dzo1FIwJsWKKMWIYUrnmeQaJMcjykudM8hAsYxgUipIqVEkJ8qAtSQdoqv93bV37xsbWrF0G9_0LwVhjALQlOc9lewp7V0I3pZi7auV9J3AIHbSxE6aOEjrC3xf2Fa17f6hxfjuefLX_QGMNXHB</recordid><startdate>20230207</startdate><enddate>20230207</enddate><creator>Qiu, Zhihong</creator><creator>Huang, Xianting</creator><creator>Wu, Jintao</creator><creator>Liu, Zhong‐Quan</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-6961-0585</orcidid></search><sort><creationdate>20230207</creationdate><title>Electrochemical Hydroalkylation of Quinoxalin‐2(1H)‐ones with Alkyl Halides</title><author>Qiu, Zhihong ; Huang, Xianting ; Wu, Jintao ; Liu, Zhong‐Quan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2471-499dc3e40dd31b2bb72d7bc65a9c0a91849fc67050b75212fb034db262bd0ee23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>alkylation</topic><topic>Allyl compounds</topic><topic>allylation</topic><topic>Chemical reactions</topic><topic>electrochemistry</topic><topic>Halides</topic><topic>quinoxalin-2(1H)-ones</topic><topic>radical reactions</topic><topic>Reductive alkylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qiu, Zhihong</creatorcontrib><creatorcontrib>Huang, Xianting</creatorcontrib><creatorcontrib>Wu, Jintao</creatorcontrib><creatorcontrib>Liu, Zhong‐Quan</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>Qiu, Zhihong</au><au>Huang, Xianting</au><au>Wu, Jintao</au><au>Liu, Zhong‐Quan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrochemical Hydroalkylation of Quinoxalin‐2(1H)‐ones with Alkyl Halides</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2023-02-07</date><risdate>2023</risdate><volume>365</volume><issue>3</issue><spage>318</spage><epage>322</epage><pages>318-322</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>We reported herein an electrochemically reductive alkylation, allylation and propargylation of quinoxalin‐2(1H)‐ones with haloalkanes. In an undivided cell, treatment of quinoxalin‐2(1H)‐ones and alkyl halides with constant current, a wide range of 3‐alkylated‐3,4‐dihydroquinoxalin‐2(1H)‐one and its derivatives can be isolated in 25–87% yields.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.202201241</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-6961-0585</orcidid></addata></record> |
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subjects | alkylation Allyl compounds allylation Chemical reactions electrochemistry Halides quinoxalin-2(1H)-ones radical reactions Reductive alkylation |
title | Electrochemical Hydroalkylation of Quinoxalin‐2(1H)‐ones with Alkyl Halides |
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