An Efficient Synthesis of Pyrrolo[1,2‐a]quinoxalines by Copper‐Catalyzed C−H Activation of Arylacetic Acids
An efficient and convenient synthesis of pyrrolo[1,2‐a]quinoxalines from 1‐(2‐aminoaryl)pyrrole and arylacetic acids has been described by using a combination of CuSO4 as the catalyst and 2,2′‐bipyridyl as the ligand in the presence of O2 as an oxidant. The prominent features of this method are the...
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Veröffentlicht in: | Asian journal of organic chemistry 2017-11, Vol.6 (11), p.1579-1583 |
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container_title | Asian journal of organic chemistry |
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creator | Lade, Jatin J. Patil, Bhausaheb N. Vhatkar, Mahendra V. Vadagaonkar, Kamlesh S. Chaskar, Atul C. |
description | An efficient and convenient synthesis of pyrrolo[1,2‐a]quinoxalines from 1‐(2‐aminoaryl)pyrrole and arylacetic acids has been described by using a combination of CuSO4 as the catalyst and 2,2′‐bipyridyl as the ligand in the presence of O2 as an oxidant. The prominent features of this method are the use of readily available starting materials, inexpensive catalyst, broad substrate scope and high product yields.
Copper‐catalyzed cascade protocol for the synthesis of pyrrolo[1,2‐a]quinoxaline is reported through C−H activation of arylacetic acids under O2 atmosphere. The remarkable features of this protocol are the use of easily available starting materials, cheap catalyst, wide functional group tolerance and good to excellent yields of the products. |
doi_str_mv | 10.1002/ajoc.201700239 |
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Copper‐catalyzed cascade protocol for the synthesis of pyrrolo[1,2‐a]quinoxaline is reported through C−H activation of arylacetic acids under O2 atmosphere. The remarkable features of this protocol are the use of easily available starting materials, cheap catalyst, wide functional group tolerance and good to excellent yields of the products.</description><identifier>ISSN: 2193-5807</identifier><identifier>EISSN: 2193-5815</identifier><identifier>DOI: 10.1002/ajoc.201700239</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>arylacetic acid ; Catalysis ; Catalysts ; Chemical synthesis ; copper ; C−H activation ; Organic chemistry ; pyrroles ; Quinoxalines</subject><ispartof>Asian journal of organic chemistry, 2017-11, Vol.6 (11), p.1579-1583</ispartof><rights>2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2329-6121456a6a4747b62ab0934ba45c8f0e9454663cd1e75a54b3367cef27c5d5323</citedby><cites>FETCH-LOGICAL-c2329-6121456a6a4747b62ab0934ba45c8f0e9454663cd1e75a54b3367cef27c5d5323</cites><orcidid>0000-0001-8773-9526 ; 0000-0002-6563-902X ; 0000-0002-5325-0025 ; 0000-0001-9798-8745 ; 0000-0002-6950-0535</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%2Fajoc.201700239$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fajoc.201700239$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Lade, Jatin J.</creatorcontrib><creatorcontrib>Patil, Bhausaheb N.</creatorcontrib><creatorcontrib>Vhatkar, Mahendra V.</creatorcontrib><creatorcontrib>Vadagaonkar, Kamlesh S.</creatorcontrib><creatorcontrib>Chaskar, Atul C.</creatorcontrib><title>An Efficient Synthesis of Pyrrolo[1,2‐a]quinoxalines by Copper‐Catalyzed C−H Activation of Arylacetic Acids</title><title>Asian journal of organic chemistry</title><description>An efficient and convenient synthesis of pyrrolo[1,2‐a]quinoxalines from 1‐(2‐aminoaryl)pyrrole and arylacetic acids has been described by using a combination of CuSO4 as the catalyst and 2,2′‐bipyridyl as the ligand in the presence of O2 as an oxidant. The prominent features of this method are the use of readily available starting materials, inexpensive catalyst, broad substrate scope and high product yields.
Copper‐catalyzed cascade protocol for the synthesis of pyrrolo[1,2‐a]quinoxaline is reported through C−H activation of arylacetic acids under O2 atmosphere. The remarkable features of this protocol are the use of easily available starting materials, cheap catalyst, wide functional group tolerance and good to excellent yields of the products.</description><subject>arylacetic acid</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>copper</subject><subject>C−H activation</subject><subject>Organic chemistry</subject><subject>pyrroles</subject><subject>Quinoxalines</subject><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkE9Lw0AQxRdRsNRePQe82rr_t3sMQa1SqKCeRMJms8EtMZvupmo8efQofsR-EhMq9ehcZoY37w38ADhGcIIgxGdq6fQEQyS6hcg9MMBIkjGbIra_m6E4BKMQlrArISTCcgBWcRWdF4XV1lRNdNtWzZMJNkSuiG5a713pHtAp3nx8qcfV2lbuTZW2MiHK2ihxdW18JyWqUWX7bvIo2Xx-z6JYN_ZFNdZVfUzs21Jp01jdCTYPR-CgUGUwo98-BPcX53fJbDxfXF4l8XysMcFyzBFGlHHFFRVUZByrDEpCM0WZnhbQSMoo50TnyAimGM0I4UKbAgvNckYwGYKTbW7t3WptQpMu3dpX3csUSU6mnPdYhmCyvdLeheBNkdbePivfpgimPdm0J5vuyHYGuTW82tK0_1yn8fUi-fP-AIiffvU</recordid><startdate>201711</startdate><enddate>201711</enddate><creator>Lade, Jatin J.</creator><creator>Patil, Bhausaheb N.</creator><creator>Vhatkar, Mahendra V.</creator><creator>Vadagaonkar, Kamlesh S.</creator><creator>Chaskar, Atul C.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-8773-9526</orcidid><orcidid>https://orcid.org/0000-0002-6563-902X</orcidid><orcidid>https://orcid.org/0000-0002-5325-0025</orcidid><orcidid>https://orcid.org/0000-0001-9798-8745</orcidid><orcidid>https://orcid.org/0000-0002-6950-0535</orcidid></search><sort><creationdate>201711</creationdate><title>An Efficient Synthesis of Pyrrolo[1,2‐a]quinoxalines by Copper‐Catalyzed C−H Activation of Arylacetic Acids</title><author>Lade, Jatin J. ; Patil, Bhausaheb N. ; Vhatkar, Mahendra V. ; Vadagaonkar, Kamlesh S. ; Chaskar, Atul C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2329-6121456a6a4747b62ab0934ba45c8f0e9454663cd1e75a54b3367cef27c5d5323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>arylacetic acid</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>copper</topic><topic>C−H activation</topic><topic>Organic chemistry</topic><topic>pyrroles</topic><topic>Quinoxalines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lade, Jatin J.</creatorcontrib><creatorcontrib>Patil, Bhausaheb N.</creatorcontrib><creatorcontrib>Vhatkar, Mahendra V.</creatorcontrib><creatorcontrib>Vadagaonkar, Kamlesh S.</creatorcontrib><creatorcontrib>Chaskar, Atul C.</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lade, Jatin J.</au><au>Patil, Bhausaheb N.</au><au>Vhatkar, Mahendra V.</au><au>Vadagaonkar, Kamlesh S.</au><au>Chaskar, Atul C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Efficient Synthesis of Pyrrolo[1,2‐a]quinoxalines by Copper‐Catalyzed C−H Activation of Arylacetic Acids</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2017-11</date><risdate>2017</risdate><volume>6</volume><issue>11</issue><spage>1579</spage><epage>1583</epage><pages>1579-1583</pages><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>An efficient and convenient synthesis of pyrrolo[1,2‐a]quinoxalines from 1‐(2‐aminoaryl)pyrrole and arylacetic acids has been described by using a combination of CuSO4 as the catalyst and 2,2′‐bipyridyl as the ligand in the presence of O2 as an oxidant. The prominent features of this method are the use of readily available starting materials, inexpensive catalyst, broad substrate scope and high product yields.
Copper‐catalyzed cascade protocol for the synthesis of pyrrolo[1,2‐a]quinoxaline is reported through C−H activation of arylacetic acids under O2 atmosphere. The remarkable features of this protocol are the use of easily available starting materials, cheap catalyst, wide functional group tolerance and good to excellent yields of the products.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ajoc.201700239</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-8773-9526</orcidid><orcidid>https://orcid.org/0000-0002-6563-902X</orcidid><orcidid>https://orcid.org/0000-0002-5325-0025</orcidid><orcidid>https://orcid.org/0000-0001-9798-8745</orcidid><orcidid>https://orcid.org/0000-0002-6950-0535</orcidid></addata></record> |
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subjects | arylacetic acid Catalysis Catalysts Chemical synthesis copper C−H activation Organic chemistry pyrroles Quinoxalines |
title | An Efficient Synthesis of Pyrrolo[1,2‐a]quinoxalines by Copper‐Catalyzed C−H Activation of Arylacetic Acids |
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