Direct C(sp2)−H Amination to Synthesize Primary 3‐aminoquinoxalin‐2(1H)‐ones under Simple and Mild Conditions
A convenient C−H amination of quinoxalin‐2‐ones has been developed. This transformation provides concise access to 3‐aminoquinoxalin‐2(1H)‐ones with a broad tolerance of functional groups, utilizing TMSN3 as an amino source under simple and mild conditions. The target 3‐aminoquinoxalin‐2(1H)‐ones ar...
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Veröffentlicht in: | Advanced synthesis & catalysis 2019-04, Vol.361 (7), p.1662-1667 |
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container_title | Advanced synthesis & catalysis |
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creator | Yang, Qiming Yang, Zibing Tan, Yushi Zhao, Jiquan Sun, Qian Zhang, Hong‐Yu Zhang, Yuecheng |
description | A convenient C−H amination of quinoxalin‐2‐ones has been developed. This transformation provides concise access to 3‐aminoquinoxalin‐2(1H)‐ones with a broad tolerance of functional groups, utilizing TMSN3 as an amino source under simple and mild conditions. The target 3‐aminoquinoxalin‐2(1H)‐ones are important intermediates for the synthesis of biologically active 3‐N‐substituted quinoxalin‐2‐one derivatives. |
doi_str_mv | 10.1002/adsc.201801661 |
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This transformation provides concise access to 3‐aminoquinoxalin‐2(1H)‐ones with a broad tolerance of functional groups, utilizing TMSN3 as an amino source under simple and mild conditions. The target 3‐aminoquinoxalin‐2(1H)‐ones are important intermediates for the synthesis of biologically active 3‐N‐substituted quinoxalin‐2‐one derivatives.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201801661</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>3-aminoquinoxalin-2(1H)-ones ; Azidotrimethylsilane ; Ceric ammonium nitrate ; C−H amination ; Functional groups ; Quinoxalin-2(1H)-ones</subject><ispartof>Advanced synthesis & catalysis, 2019-04, Vol.361 (7), p.1662-1667</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. 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This transformation provides concise access to 3‐aminoquinoxalin‐2(1H)‐ones with a broad tolerance of functional groups, utilizing TMSN3 as an amino source under simple and mild conditions. The target 3‐aminoquinoxalin‐2(1H)‐ones are important intermediates for the synthesis of biologically active 3‐N‐substituted quinoxalin‐2‐one derivatives.</description><subject>3-aminoquinoxalin-2(1H)-ones</subject><subject>Azidotrimethylsilane</subject><subject>Ceric ammonium nitrate</subject><subject>C−H amination</subject><subject>Functional groups</subject><subject>Quinoxalin-2(1H)-ones</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFULFOwzAQjRBIlMLKbImlHVp8TuPEY5UCRSoCqTBbTuwIV6kT7ERQJkZGxCf2S3AVVEaWu9Pde3f3XhCcAx4DxuRSSJePCYYEA6VwEPSAQjSaAGWH-zrCx8GJcyuMIU7iuBe0M21V3qB04Goy3H5-z9F0rY1odGVQU6HlxjTPyul3hR6sXgu7QeH240t4TPXS-vAmSm18hwxgPvS5Msqh1khl0VKv61IhYSS606VEaWWk3i12p8FRIUqnzn5zP3i6vnpM56PF_c1tOl2M8okXMhKyyFQMLMtxKGVIKIjIKxW58lOAWBQJwxPAkkUJIQriHOMkYzlJaEZVEYf94KLbW1v_rXINX1WtNf4kJwTjmFFGEo8ad6jcVs5ZVfC6k8oB8521fGct31vrCawjvOpSbf5B8-lsmf5xfwBgA4BY</recordid><startdate>20190401</startdate><enddate>20190401</enddate><creator>Yang, Qiming</creator><creator>Yang, Zibing</creator><creator>Tan, Yushi</creator><creator>Zhao, Jiquan</creator><creator>Sun, Qian</creator><creator>Zhang, Hong‐Yu</creator><creator>Zhang, Yuecheng</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>20190401</creationdate><title>Direct C(sp2)−H Amination to Synthesize Primary 3‐aminoquinoxalin‐2(1H)‐ones under Simple and Mild Conditions</title><author>Yang, Qiming ; Yang, Zibing ; Tan, Yushi ; Zhao, Jiquan ; Sun, Qian ; Zhang, Hong‐Yu ; Zhang, Yuecheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4201-adfbe719bc03dd3261a5002ace201117af890410d95822e17c008b9c286b6ef73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>3-aminoquinoxalin-2(1H)-ones</topic><topic>Azidotrimethylsilane</topic><topic>Ceric ammonium nitrate</topic><topic>C−H amination</topic><topic>Functional groups</topic><topic>Quinoxalin-2(1H)-ones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Qiming</creatorcontrib><creatorcontrib>Yang, Zibing</creatorcontrib><creatorcontrib>Tan, Yushi</creatorcontrib><creatorcontrib>Zhao, Jiquan</creatorcontrib><creatorcontrib>Sun, Qian</creatorcontrib><creatorcontrib>Zhang, Hong‐Yu</creatorcontrib><creatorcontrib>Zhang, Yuecheng</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>Yang, Qiming</au><au>Yang, Zibing</au><au>Tan, Yushi</au><au>Zhao, Jiquan</au><au>Sun, Qian</au><au>Zhang, Hong‐Yu</au><au>Zhang, Yuecheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Direct C(sp2)−H Amination to Synthesize Primary 3‐aminoquinoxalin‐2(1H)‐ones under Simple and Mild Conditions</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2019-04-01</date><risdate>2019</risdate><volume>361</volume><issue>7</issue><spage>1662</spage><epage>1667</epage><pages>1662-1667</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>A convenient C−H amination of quinoxalin‐2‐ones has been developed. This transformation provides concise access to 3‐aminoquinoxalin‐2(1H)‐ones with a broad tolerance of functional groups, utilizing TMSN3 as an amino source under simple and mild conditions. The target 3‐aminoquinoxalin‐2(1H)‐ones are important intermediates for the synthesis of biologically active 3‐N‐substituted quinoxalin‐2‐one derivatives.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.201801661</doi><tpages>6</tpages></addata></record> |
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subjects | 3-aminoquinoxalin-2(1H)-ones Azidotrimethylsilane Ceric ammonium nitrate C−H amination Functional groups Quinoxalin-2(1H)-ones |
title | Direct C(sp2)−H Amination to Synthesize Primary 3‐aminoquinoxalin‐2(1H)‐ones under Simple and Mild Conditions |
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