Metal-free synthesis of C2-quaternary indolinones by (NH4)2S2O8 mediated oxidative dearomatization of indoles
An efficient metal-free, (NH4)2S2O8 mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology pr...
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Veröffentlicht in: | RSC advances 2022-07, Vol.12 (33), p.21022-21025 |
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container_title | RSC advances |
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creator | Yu, Dong Jun-Hu, Qian Xiang-Long, Chen Jiang, Hui Li, Xue Zhou, Qiang Ting Mei Zhi-Chuan Shi Zhong-Hui, Li He, Bing |
description | An efficient metal-free, (NH4)2S2O8 mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C2 position of indoles. This catalytic approach represents a step-economic and convenient strategy for the oxidative dearomatization of indoles. |
doi_str_mv | 10.1039/d2ra04191j |
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A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C2 position of indoles. This catalytic approach represents a step-economic and convenient strategy for the oxidative dearomatization of indoles.</description><subject>Chemistry</subject><subject>Functional groups</subject><subject>Indoles</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdUE1LxDAQDYKoqBd_QcCLHqr5bnIRZFFX8OOgnkvaTDVLm6xNu7j-euPqRQeGGWbevJk3CB1RckYJN-eODZYIauhiC-0xIlTBiDK76DClBcmmJGWK7qBdLg01mvM91N_DaLuiHQBwWofxDZJPOLZ4xor3yY4wBDussQ8udj7EAAnXa3zyMBen7Ik9atyD8xnmcPzwzo5-BdiBHWKf88_sMXyzbeYhHaDt1nYJDn_jPnq5vnqezYu7x5vb2eVdsWSMLQqlG6CNq5tWtgaYqI3SBoxuS1G6lvNS5IKQ0pZZiK5LorgADYw71hBdE76PLn54l1OdD2wgjIPtquXg-6ymitZXfzvBv1WvcVUZTqgUNBOc_BIM8X2CNFa9Tw10nQ0Qp1QxZUpVKia_dx3_gy7ilL_WbVCaM0ml5l8BCX-f</recordid><startdate>20220721</startdate><enddate>20220721</enddate><creator>Yu, Dong</creator><creator>Jun-Hu, Qian</creator><creator>Xiang-Long, Chen</creator><creator>Jiang, Hui</creator><creator>Li, Xue</creator><creator>Zhou, Qiang</creator><creator>Ting Mei</creator><creator>Zhi-Chuan Shi</creator><creator>Zhong-Hui, Li</creator><creator>He, Bing</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20220721</creationdate><title>Metal-free synthesis of C2-quaternary indolinones by (NH4)2S2O8 mediated oxidative dearomatization of indoles</title><author>Yu, Dong ; Jun-Hu, Qian ; Xiang-Long, Chen ; Jiang, Hui ; Li, Xue ; Zhou, Qiang ; Ting Mei ; Zhi-Chuan Shi ; Zhong-Hui, Li ; He, Bing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p222j-68ce1cdbcf5f9e24b9689e98f747df3374968455a73598b70634e8e23d2c08b03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Chemistry</topic><topic>Functional groups</topic><topic>Indoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, Dong</creatorcontrib><creatorcontrib>Jun-Hu, Qian</creatorcontrib><creatorcontrib>Xiang-Long, Chen</creatorcontrib><creatorcontrib>Jiang, Hui</creatorcontrib><creatorcontrib>Li, Xue</creatorcontrib><creatorcontrib>Zhou, Qiang</creatorcontrib><creatorcontrib>Ting Mei</creatorcontrib><creatorcontrib>Zhi-Chuan Shi</creatorcontrib><creatorcontrib>Zhong-Hui, Li</creatorcontrib><creatorcontrib>He, Bing</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, Dong</au><au>Jun-Hu, Qian</au><au>Xiang-Long, Chen</au><au>Jiang, Hui</au><au>Li, Xue</au><au>Zhou, Qiang</au><au>Ting Mei</au><au>Zhi-Chuan Shi</au><au>Zhong-Hui, Li</au><au>He, Bing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal-free synthesis of C2-quaternary indolinones by (NH4)2S2O8 mediated oxidative dearomatization of indoles</atitle><jtitle>RSC advances</jtitle><date>2022-07-21</date><risdate>2022</risdate><volume>12</volume><issue>33</issue><spage>21022</spage><epage>21025</epage><pages>21022-21025</pages><eissn>2046-2069</eissn><abstract>An efficient metal-free, (NH4)2S2O8 mediated oxidative dearomatization of indoles for the construction of C2-quaternary indolinones was disclosed. A series of C2-quaternary indolinones derivatives with good functional group tolerance were obtained in moderate to excellent yields. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C2 position of indoles. This catalytic approach represents a step-economic and convenient strategy for the oxidative dearomatization of indoles.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>35919833</pmid><doi>10.1039/d2ra04191j</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Chemistry Functional groups Indoles |
title | Metal-free synthesis of C2-quaternary indolinones by (NH4)2S2O8 mediated oxidative dearomatization of indoles |
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