Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water
Arginine‐catalyzed Henry reaction of α‐keto amides with nitromethane on water has been described, which provided nitroaldol adducts with excellent yields (up to 98 %). Importantly, a broad substrate scope (28 examples) was achieved under green and mild conditions. An eco‐friendly and efficient metho...
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| Veröffentlicht in: | ChemistrySelect (Weinheim) 2022-02, Vol.7 (7), p.n/a |
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| creator | Wu, Chaofei Hu, Bolun Liu, Hongxin Jiang, Jun Kim, Jimin |
| description | Arginine‐catalyzed Henry reaction of α‐keto amides with nitromethane on water has been described, which provided nitroaldol adducts with excellent yields (up to 98 %). Importantly, a broad substrate scope (28 examples) was achieved under green and mild conditions.
An eco‐friendly and efficient method has been developed for the synthesis of alpha‐hydroxyl‐amide. It serves as a conducible system for the room‐temperature production of Henry adducts from α‐keto amide using water in the presence of Arginine with excellent yields (up to 98 %). The method has a good level of generality and is applicable for various substituted keto amides (28 examples). |
| doi_str_mv | 10.1002/slct.202104433 |
| format | Article |
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An eco‐friendly and efficient method has been developed for the synthesis of alpha‐hydroxyl‐amide. It serves as a conducible system for the room‐temperature production of Henry adducts from α‐keto amide using water in the presence of Arginine with excellent yields (up to 98 %). The method has a good level of generality and is applicable for various substituted keto amides (28 examples).</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.202104433</identifier><language>eng</language><subject>Arginine catalyzed ; nitromethane ; on water ; α-hydroxy amide ; α-keto amide</subject><ispartof>ChemistrySelect (Weinheim), 2022-02, Vol.7 (7), p.n/a</ispartof><rights>2022 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2893-c7073e186e97096a4baedd945bb288f4b899bee5a680757466e29e97b54ecbc33</citedby><cites>FETCH-LOGICAL-c2893-c7073e186e97096a4baedd945bb288f4b899bee5a680757466e29e97b54ecbc33</cites><orcidid>0000-0001-5401-2953</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%2Fslct.202104433$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fslct.202104433$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Wu, Chaofei</creatorcontrib><creatorcontrib>Hu, Bolun</creatorcontrib><creatorcontrib>Liu, Hongxin</creatorcontrib><creatorcontrib>Jiang, Jun</creatorcontrib><creatorcontrib>Kim, Jimin</creatorcontrib><title>Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water</title><title>ChemistrySelect (Weinheim)</title><description>Arginine‐catalyzed Henry reaction of α‐keto amides with nitromethane on water has been described, which provided nitroaldol adducts with excellent yields (up to 98 %). Importantly, a broad substrate scope (28 examples) was achieved under green and mild conditions.
An eco‐friendly and efficient method has been developed for the synthesis of alpha‐hydroxyl‐amide. It serves as a conducible system for the room‐temperature production of Henry adducts from α‐keto amide using water in the presence of Arginine with excellent yields (up to 98 %). The method has a good level of generality and is applicable for various substituted keto amides (28 examples).</description><subject>Arginine catalyzed</subject><subject>nitromethane</subject><subject>on water</subject><subject>α-hydroxy amide</subject><subject>α-keto amide</subject><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkD9OwzAUhy0EElXpyuwLpDj-l3isIqCICqRSxBjZzgs1ShNkW6rCxBG4ChfhEJyEVEXAxvTe8H2_4UPoNCXTlBB6Fhobp5TQlHDO2AEaUSZFIgVXh3_-YzQJ4YkQkspcUpGN0HLmH13rWvh8fSt01E3_AhWeQ-t7vARto-ta3NX4430AriF2eLZxFQS8dXGNb1z03QbiWreAB_BBR_An6KjWTYDJ9x2j-4vzVTFPFreXV8VskViaK5bYjGQM0lyCyoiSmhsNVaW4MIbmec1NrpQBEFrmJBMZlxKoGlgjOFhjGRuj6X7X-i4ED3X57N1G-75MSbmLUu6ilD9RBkHtha1roP-HLu8WxerX_QKd-Gkq</recordid><startdate>20220218</startdate><enddate>20220218</enddate><creator>Wu, Chaofei</creator><creator>Hu, Bolun</creator><creator>Liu, Hongxin</creator><creator>Jiang, Jun</creator><creator>Kim, Jimin</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5401-2953</orcidid></search><sort><creationdate>20220218</creationdate><title>Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water</title><author>Wu, Chaofei ; Hu, Bolun ; Liu, Hongxin ; Jiang, Jun ; Kim, Jimin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2893-c7073e186e97096a4baedd945bb288f4b899bee5a680757466e29e97b54ecbc33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Arginine catalyzed</topic><topic>nitromethane</topic><topic>on water</topic><topic>α-hydroxy amide</topic><topic>α-keto amide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Chaofei</creatorcontrib><creatorcontrib>Hu, Bolun</creatorcontrib><creatorcontrib>Liu, Hongxin</creatorcontrib><creatorcontrib>Jiang, Jun</creatorcontrib><creatorcontrib>Kim, Jimin</creatorcontrib><collection>CrossRef</collection><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Chaofei</au><au>Hu, Bolun</au><au>Liu, Hongxin</au><au>Jiang, Jun</au><au>Kim, Jimin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2022-02-18</date><risdate>2022</risdate><volume>7</volume><issue>7</issue><epage>n/a</epage><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>Arginine‐catalyzed Henry reaction of α‐keto amides with nitromethane on water has been described, which provided nitroaldol adducts with excellent yields (up to 98 %). Importantly, a broad substrate scope (28 examples) was achieved under green and mild conditions.
An eco‐friendly and efficient method has been developed for the synthesis of alpha‐hydroxyl‐amide. It serves as a conducible system for the room‐temperature production of Henry adducts from α‐keto amide using water in the presence of Arginine with excellent yields (up to 98 %). The method has a good level of generality and is applicable for various substituted keto amides (28 examples).</abstract><doi>10.1002/slct.202104433</doi><tpages>3</tpages><orcidid>https://orcid.org/0000-0001-5401-2953</orcidid></addata></record> |
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| source | Wiley Online Library - AutoHoldings Journals |
| subjects | Arginine catalyzed nitromethane on water α-hydroxy amide α-keto amide |
| title | Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water |
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