Divergent Aerobic Oxidative Ring-Opening Cascades of Isatins with 1,2,3,4-Tetrahydroisoquinoline
The unprecedented aerobic oxidative ring‐opening‐initiated cascades of isatins with 1,2,3,4‐tetrahydroisoquinoline were explored, in which the reaction sequence could be readily modulated by simply introducing a protecting group in the isatin. Consequently, quinazoline‐2,4‐diones and polycyclic 2,3‐...
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| Veröffentlicht in: | European journal of organic chemistry 2016-10, Vol.2016 (30), p.5096-5101 |
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| container_issue | 30 |
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| container_title | European journal of organic chemistry |
| container_volume | 2016 |
| creator | Xia, Peng-Ju Xiao, Jun-An Sun, Yan-Hua Li, Jun Xiang, Hao-Yue Chen, Xiao-Qing Yang, Hua |
| description | The unprecedented aerobic oxidative ring‐opening‐initiated cascades of isatins with 1,2,3,4‐tetrahydroisoquinoline were explored, in which the reaction sequence could be readily modulated by simply introducing a protecting group in the isatin. Consequently, quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones with potential bioactivities were efficiently assembled in moderate chemical yields.
Unprecedented aerobic oxidative ring‐opening‐initiated cascade reactions are observed, and quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones are efficiently assembled in moderate chemical yields. |
| doi_str_mv | 10.1002/ejoc.201601037 |
| format | Article |
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Unprecedented aerobic oxidative ring‐opening‐initiated cascade reactions are observed, and quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones are efficiently assembled in moderate chemical yields.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201601037</identifier><language>eng</language><publisher>Weinheim: Blackwell Publishing Ltd</publisher><subject>Domino reactions ; Nitrogen heterocycles ; Oxidation ; Polycycles ; Protecting groups</subject><ispartof>European journal of organic chemistry, 2016-10, Vol.2016 (30), p.5096-5101</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3557-ff00cb0dbe6df4619fa0f9c98a9a6ebcdc08a8c8f1533b55f2942a8755e55b763</citedby><cites>FETCH-LOGICAL-c3557-ff00cb0dbe6df4619fa0f9c98a9a6ebcdc08a8c8f1533b55f2942a8755e55b763</cites><orcidid>0000-0002-7480-9828</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%2Fejoc.201601037$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201601037$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Xia, Peng-Ju</creatorcontrib><creatorcontrib>Xiao, Jun-An</creatorcontrib><creatorcontrib>Sun, Yan-Hua</creatorcontrib><creatorcontrib>Li, Jun</creatorcontrib><creatorcontrib>Xiang, Hao-Yue</creatorcontrib><creatorcontrib>Chen, Xiao-Qing</creatorcontrib><creatorcontrib>Yang, Hua</creatorcontrib><title>Divergent Aerobic Oxidative Ring-Opening Cascades of Isatins with 1,2,3,4-Tetrahydroisoquinoline</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>The unprecedented aerobic oxidative ring‐opening‐initiated cascades of isatins with 1,2,3,4‐tetrahydroisoquinoline were explored, in which the reaction sequence could be readily modulated by simply introducing a protecting group in the isatin. Consequently, quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones with potential bioactivities were efficiently assembled in moderate chemical yields.
Unprecedented aerobic oxidative ring‐opening‐initiated cascade reactions are observed, and quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones are efficiently assembled in moderate chemical yields.</description><subject>Domino reactions</subject><subject>Nitrogen heterocycles</subject><subject>Oxidation</subject><subject>Polycycles</subject><subject>Protecting groups</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkMFPwjAUhxejiYhePS_xyvB1Xbv1SAARQlhCMHqrXddCETdsh8B_78gM8ebp9_Lyfe8lP8-7R9BFAOGjWpeyGwKigADHF14LAWMBUAaX9RzhKEAMv117N86tAYBRilre-8B8K7tUReX3lC0zI_30YHJR1Wt_boplkG5VUaffF06KXDm_1P7Y1UDh_L2pVj7qhB3ciYKFqqxYHXNbGld-7UxRbkyhbr0rLTZO3f1m23t5Gi76z8E0HY37vWkgMSFxoDWAzCDPFM11RBHTAjSTLBFMUJXJXEIiEploRDDOCNEhi0KRxIQoQrKY4rb30Nzd2vq5chVflztb1C85SjCEMYmB1FS3oaQtnbNK8601n8IeOQJ-apGfWuTnFmuBNcLebNTxH5oPJ2n_rxs0rnGVOpxdYT84jXFM-OtsxAfTaELYbMDn-Ad_AYW1</recordid><startdate>201610</startdate><enddate>201610</enddate><creator>Xia, Peng-Ju</creator><creator>Xiao, Jun-An</creator><creator>Sun, Yan-Hua</creator><creator>Li, Jun</creator><creator>Xiang, Hao-Yue</creator><creator>Chen, Xiao-Qing</creator><creator>Yang, Hua</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7480-9828</orcidid></search><sort><creationdate>201610</creationdate><title>Divergent Aerobic Oxidative Ring-Opening Cascades of Isatins with 1,2,3,4-Tetrahydroisoquinoline</title><author>Xia, Peng-Ju ; Xiao, Jun-An ; Sun, Yan-Hua ; Li, Jun ; Xiang, Hao-Yue ; Chen, Xiao-Qing ; Yang, Hua</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3557-ff00cb0dbe6df4619fa0f9c98a9a6ebcdc08a8c8f1533b55f2942a8755e55b763</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Domino reactions</topic><topic>Nitrogen heterocycles</topic><topic>Oxidation</topic><topic>Polycycles</topic><topic>Protecting groups</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xia, Peng-Ju</creatorcontrib><creatorcontrib>Xiao, Jun-An</creatorcontrib><creatorcontrib>Sun, Yan-Hua</creatorcontrib><creatorcontrib>Li, Jun</creatorcontrib><creatorcontrib>Xiang, Hao-Yue</creatorcontrib><creatorcontrib>Chen, Xiao-Qing</creatorcontrib><creatorcontrib>Yang, Hua</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xia, Peng-Ju</au><au>Xiao, Jun-An</au><au>Sun, Yan-Hua</au><au>Li, Jun</au><au>Xiang, Hao-Yue</au><au>Chen, Xiao-Qing</au><au>Yang, Hua</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Divergent Aerobic Oxidative Ring-Opening Cascades of Isatins with 1,2,3,4-Tetrahydroisoquinoline</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2016-10</date><risdate>2016</risdate><volume>2016</volume><issue>30</issue><spage>5096</spage><epage>5101</epage><pages>5096-5101</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>The unprecedented aerobic oxidative ring‐opening‐initiated cascades of isatins with 1,2,3,4‐tetrahydroisoquinoline were explored, in which the reaction sequence could be readily modulated by simply introducing a protecting group in the isatin. Consequently, quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones with potential bioactivities were efficiently assembled in moderate chemical yields.
Unprecedented aerobic oxidative ring‐opening‐initiated cascade reactions are observed, and quinazoline‐2,4‐diones and polycyclic 2,3‐dihydro‐4(1H)‐quinazolinones are efficiently assembled in moderate chemical yields.</abstract><cop>Weinheim</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/ejoc.201601037</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-7480-9828</orcidid></addata></record> |
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| language | eng |
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| source | Wiley Journals |
| subjects | Domino reactions Nitrogen heterocycles Oxidation Polycycles Protecting groups |
| title | Divergent Aerobic Oxidative Ring-Opening Cascades of Isatins with 1,2,3,4-Tetrahydroisoquinoline |
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