Synthesis of α-ketoamides oxidative amidation of diazo compounds with -benzoyl hydroxylamines as nitrogen source and the oxidant
A simple, efficient method has been described for the construction of an array of α-ketoamides from readily available O -benzoyl hydroxylamines and diazo compounds as starting materials. There was a combined use of CuI as a catalyst and H 2 O as the oxygen source. The investigation reveals that the...
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Veröffentlicht in: | Organic & biomolecular chemistry 2024-08, Vol.22 (33), p.678-6712 |
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container_title | Organic & biomolecular chemistry |
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creator | Chen, Wenwen Zhang, Xinyin Wang, Xinyu Zhang, EnXuan Wang, Zu-Li Jia, Jianfeng |
description | A simple, efficient method has been described for the construction of an array of α-ketoamides from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials. There was a combined use of CuI as a catalyst and H
2
O as the oxygen source. The investigation reveals that the
O
-benzoyl hydroxylamines serve a dual role as both an amine source and the oxidant in this mechanism, thereby obviating the need for additional oxidants in the transformation process. This methodology could give a wider range of products in good to excellent yields for most substrates, and thus, we provide a new idea for the synthesis of α-ketoamides.
An efficient method for the construction of an array of α-ketoamides has been described from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use of CuI as a catalyst and H
2
O as oxygen source. |
doi_str_mv | 10.1039/d4ob00883a |
format | Article |
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O
-benzoyl hydroxylamines and diazo compounds as starting materials. There was a combined use of CuI as a catalyst and H
2
O as the oxygen source. The investigation reveals that the
O
-benzoyl hydroxylamines serve a dual role as both an amine source and the oxidant in this mechanism, thereby obviating the need for additional oxidants in the transformation process. This methodology could give a wider range of products in good to excellent yields for most substrates, and thus, we provide a new idea for the synthesis of α-ketoamides.
An efficient method for the construction of an array of α-ketoamides has been described from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use of CuI as a catalyst and H
2
O as oxygen source.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d4ob00883a</identifier><ispartof>Organic & biomolecular chemistry, 2024-08, Vol.22 (33), p.678-6712</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Chen, Wenwen</creatorcontrib><creatorcontrib>Zhang, Xinyin</creatorcontrib><creatorcontrib>Wang, Xinyu</creatorcontrib><creatorcontrib>Zhang, EnXuan</creatorcontrib><creatorcontrib>Wang, Zu-Li</creatorcontrib><creatorcontrib>Jia, Jianfeng</creatorcontrib><title>Synthesis of α-ketoamides oxidative amidation of diazo compounds with -benzoyl hydroxylamines as nitrogen source and the oxidant</title><title>Organic & biomolecular chemistry</title><description>A simple, efficient method has been described for the construction of an array of α-ketoamides from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials. There was a combined use of CuI as a catalyst and H
2
O as the oxygen source. The investigation reveals that the
O
-benzoyl hydroxylamines serve a dual role as both an amine source and the oxidant in this mechanism, thereby obviating the need for additional oxidants in the transformation process. This methodology could give a wider range of products in good to excellent yields for most substrates, and thus, we provide a new idea for the synthesis of α-ketoamides.
An efficient method for the construction of an array of α-ketoamides has been described from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use of CuI as a catalyst and H
2
O as oxygen source.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFj01OwzAQhS0EEqWwYY80F0hxmkCaNQKxb_eVEzvEkMxEHvfH3XGkXqRnwlUrWLKapzfzvqcR4j6Vk1Rm5aPOqZJyNsvUhRileVEk8ikrL3_1VF6LG-ZPKdOyeM5H4nse0LeGLQM1cNgnX8aT6q020dharbxdGzgaUREej7RVO4Ka-oFWqBk21reQVAZ3FDpog3a0DV2MYGQoBrTe0YdBYFq5OsJQQ6w84dHfiqtGdWzuznMsHt5eFy_vieN6OTjbKxeWf39l_-1_AK22VRc</recordid><startdate>20240822</startdate><enddate>20240822</enddate><creator>Chen, Wenwen</creator><creator>Zhang, Xinyin</creator><creator>Wang, Xinyu</creator><creator>Zhang, EnXuan</creator><creator>Wang, Zu-Li</creator><creator>Jia, Jianfeng</creator><scope/></search><sort><creationdate>20240822</creationdate><title>Synthesis of α-ketoamides oxidative amidation of diazo compounds with -benzoyl hydroxylamines as nitrogen source and the oxidant</title><author>Chen, Wenwen ; Zhang, Xinyin ; Wang, Xinyu ; Zhang, EnXuan ; Wang, Zu-Li ; Jia, Jianfeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d4ob00883a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Wenwen</creatorcontrib><creatorcontrib>Zhang, Xinyin</creatorcontrib><creatorcontrib>Wang, Xinyu</creatorcontrib><creatorcontrib>Zhang, EnXuan</creatorcontrib><creatorcontrib>Wang, Zu-Li</creatorcontrib><creatorcontrib>Jia, Jianfeng</creatorcontrib><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Wenwen</au><au>Zhang, Xinyin</au><au>Wang, Xinyu</au><au>Zhang, EnXuan</au><au>Wang, Zu-Li</au><au>Jia, Jianfeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of α-ketoamides oxidative amidation of diazo compounds with -benzoyl hydroxylamines as nitrogen source and the oxidant</atitle><jtitle>Organic & biomolecular chemistry</jtitle><date>2024-08-22</date><risdate>2024</risdate><volume>22</volume><issue>33</issue><spage>678</spage><epage>6712</epage><pages>678-6712</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A simple, efficient method has been described for the construction of an array of α-ketoamides from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials. There was a combined use of CuI as a catalyst and H
2
O as the oxygen source. The investigation reveals that the
O
-benzoyl hydroxylamines serve a dual role as both an amine source and the oxidant in this mechanism, thereby obviating the need for additional oxidants in the transformation process. This methodology could give a wider range of products in good to excellent yields for most substrates, and thus, we provide a new idea for the synthesis of α-ketoamides.
An efficient method for the construction of an array of α-ketoamides has been described from readily available
O
-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use of CuI as a catalyst and H
2
O as oxygen source.</abstract><doi>10.1039/d4ob00883a</doi><tpages>5</tpages></addata></record> |
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source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
title | Synthesis of α-ketoamides oxidative amidation of diazo compounds with -benzoyl hydroxylamines as nitrogen source and the oxidant |
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