Divergent synthesis of quinoxalin-2(1 H )-one derivatives through photoinduced C–H functionalization without a photocatalyst
Herein, we report a visible-light-driven divergent transformation of quinoxalin-2(1 H )-ones mediated using H 2 O 2 as a green oxidant. This reaction is controlled by the reaction atmosphere, providing 3-alkylquinoxalin-2(1 H )-ones and quinoxaline-2,3(1 H ,4 H )-diones in moderate to excellent yiel...
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| Veröffentlicht in: | Organic Chemistry Frontiers 2023-01, Vol.10 (3), p.611-623 |
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| container_issue | 3 |
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| container_title | Organic Chemistry Frontiers |
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| creator | Liang, Chenfeng Guo, Yirui Zhang, Yuru Wang, Zhihao Li, Lin Li, Wanmei |
| description | Herein, we report a visible-light-driven divergent transformation of quinoxalin-2(1
H
)-ones mediated using H
2
O
2
as a green oxidant. This reaction is controlled by the reaction atmosphere, providing 3-alkylquinoxalin-2(1
H
)-ones and quinoxaline-2,3(1
H
,4
H
)-diones in moderate to excellent yields, respectively. This method shows broad substrate scope, high atom economy and mild conditions. |
| doi_str_mv | 10.1039/D2QO01531E |
| format | Article |
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H
)-ones mediated using H
2
O
2
as a green oxidant. This reaction is controlled by the reaction atmosphere, providing 3-alkylquinoxalin-2(1
H
)-ones and quinoxaline-2,3(1
H
,4
H
)-diones in moderate to excellent yields, respectively. This method shows broad substrate scope, high atom economy and mild conditions.</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/D2QO01531E</identifier><language>eng</language><publisher>London: Royal Society of Chemistry</publisher><subject>Atom economy ; Hydrogen peroxide ; Organic chemistry ; Oxidants ; Oxidizing agents ; Quinoxaline ; Quinoxalines ; Substrates</subject><ispartof>Organic Chemistry Frontiers, 2023-01, Vol.10 (3), p.611-623</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c211t-d7564e06969d09ce93515313331786b1ac4103395933fd345a3cde1a4da8f86f3</citedby><cites>FETCH-LOGICAL-c211t-d7564e06969d09ce93515313331786b1ac4103395933fd345a3cde1a4da8f86f3</cites><orcidid>0000-0001-6436-7651</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Liang, Chenfeng</creatorcontrib><creatorcontrib>Guo, Yirui</creatorcontrib><creatorcontrib>Zhang, Yuru</creatorcontrib><creatorcontrib>Wang, Zhihao</creatorcontrib><creatorcontrib>Li, Lin</creatorcontrib><creatorcontrib>Li, Wanmei</creatorcontrib><title>Divergent synthesis of quinoxalin-2(1 H )-one derivatives through photoinduced C–H functionalization without a photocatalyst</title><title>Organic Chemistry Frontiers</title><description>Herein, we report a visible-light-driven divergent transformation of quinoxalin-2(1
H
)-ones mediated using H
2
O
2
as a green oxidant. This reaction is controlled by the reaction atmosphere, providing 3-alkylquinoxalin-2(1
H
)-ones and quinoxaline-2,3(1
H
,4
H
)-diones in moderate to excellent yields, respectively. This method shows broad substrate scope, high atom economy and mild conditions.</description><subject>Atom economy</subject><subject>Hydrogen peroxide</subject><subject>Organic chemistry</subject><subject>Oxidants</subject><subject>Oxidizing agents</subject><subject>Quinoxaline</subject><subject>Quinoxalines</subject><subject>Substrates</subject><issn>2052-4129</issn><issn>2052-4110</issn><issn>2052-4129</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpNkM1KAzEURoMoWGo3PkHAjQqj-ZlMJktpqxUKRdD1EJNMJ6UmbZKp1oX4Dr6hT-KUCrq63-J8l3sPAKcYXWFExfWIPMwQZhSPD0CPIEayHBNx-C8fg0GMC4QQJqxAjPfAx8huTJgbl2DcutSYaCP0NVy31vk3ubQuI-cYTuBF5p2B2gS7kanrRJia4Nt5A1eNT9463Sqj4fD782sC69apZL3r-u9yF-CrTY1vE5R7XMkkl9uYTsBRLZfRDH5nHzzdjh-Hk2w6u7sf3kwzRTBOmeasyA0qRCE0EsoIynZ_UkoxL4tnLFXeGaCCCUprTXMmqdIGy1zLsi6LmvbB2X7vKvh1a2KqFr4N3X2xIpyjknOc5x11uadU8DEGU1erYF9k2FYYVTvF1Z9i-gOqrW-m</recordid><startdate>20230131</startdate><enddate>20230131</enddate><creator>Liang, Chenfeng</creator><creator>Guo, Yirui</creator><creator>Zhang, Yuru</creator><creator>Wang, Zhihao</creator><creator>Li, Lin</creator><creator>Li, Wanmei</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/0000-0001-6436-7651</orcidid></search><sort><creationdate>20230131</creationdate><title>Divergent synthesis of quinoxalin-2(1 H )-one derivatives through photoinduced C–H functionalization without a photocatalyst</title><author>Liang, Chenfeng ; Guo, Yirui ; Zhang, Yuru ; Wang, Zhihao ; Li, Lin ; Li, Wanmei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c211t-d7564e06969d09ce93515313331786b1ac4103395933fd345a3cde1a4da8f86f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Atom economy</topic><topic>Hydrogen peroxide</topic><topic>Organic chemistry</topic><topic>Oxidants</topic><topic>Oxidizing agents</topic><topic>Quinoxaline</topic><topic>Quinoxalines</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liang, Chenfeng</creatorcontrib><creatorcontrib>Guo, Yirui</creatorcontrib><creatorcontrib>Zhang, Yuru</creatorcontrib><creatorcontrib>Wang, Zhihao</creatorcontrib><creatorcontrib>Li, Lin</creatorcontrib><creatorcontrib>Li, Wanmei</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>Liang, Chenfeng</au><au>Guo, Yirui</au><au>Zhang, Yuru</au><au>Wang, Zhihao</au><au>Li, Lin</au><au>Li, Wanmei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Divergent synthesis of quinoxalin-2(1 H )-one derivatives through photoinduced C–H functionalization without a photocatalyst</atitle><jtitle>Organic Chemistry Frontiers</jtitle><date>2023-01-31</date><risdate>2023</risdate><volume>10</volume><issue>3</issue><spage>611</spage><epage>623</epage><pages>611-623</pages><issn>2052-4129</issn><issn>2052-4110</issn><eissn>2052-4129</eissn><eissn>2052-4110</eissn><abstract>Herein, we report a visible-light-driven divergent transformation of quinoxalin-2(1
H
)-ones mediated using H
2
O
2
as a green oxidant. This reaction is controlled by the reaction atmosphere, providing 3-alkylquinoxalin-2(1
H
)-ones and quinoxaline-2,3(1
H
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H
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| fulltext | fulltext |
| identifier | ISSN: 2052-4129 |
| ispartof | Organic Chemistry Frontiers, 2023-01, Vol.10 (3), p.611-623 |
| issn | 2052-4129 2052-4110 2052-4129 2052-4110 |
| language | eng |
| recordid | cdi_proquest_journals_2770877144 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Atom economy Hydrogen peroxide Organic chemistry Oxidants Oxidizing agents Quinoxaline Quinoxalines Substrates |
| title | Divergent synthesis of quinoxalin-2(1 H )-one derivatives through photoinduced C–H functionalization without a photocatalyst |
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