K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran
A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good...
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Veröffentlicht in: | ChemistrySelect (Weinheim) 2022-09, Vol.7 (33), p.n/a |
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creator | Liu, Ruyan Wang, Yan Hu, Zhouman Wu, Jianglong Gong, Chengwei Jiang, Zishuo Li, Dianjun Wang, Fuqiang Yang, Jinhui |
description | A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good to excellent yields. Mechanism research suggested that the reaction didn't involve radical addition pathway. Introduction
A metal‐free, economical and effective method for intramolecular haloamination of non‐functionalized olefins by K2S2O8 was introduced in detail. In the presence of K2S2O8 and Sodium halide, various non‐functionalized olefins can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds |
doi_str_mv | 10.1002/slct.202201932 |
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A metal‐free, economical and effective method for intramolecular haloamination of non‐functionalized olefins by K2S2O8 was introduced in detail. In the presence of K2S2O8 and Sodium halide, various non‐functionalized olefins can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.202201932</identifier><language>eng</language><subject>2-halomethyl indulines ; electrophilic addition ; haloamination ; K2S2O8-promoted ; non-functionalized olefins</subject><ispartof>ChemistrySelect (Weinheim), 2022-09, Vol.7 (33), p.n/a</ispartof><rights>2022 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-3098-2995 ; 0000-0001-7321-573X ; 0000-0002-3980-7886 ; 0000-0002-9381-1560</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.202201932$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fslct.202201932$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Liu, Ruyan</creatorcontrib><creatorcontrib>Wang, Yan</creatorcontrib><creatorcontrib>Hu, Zhouman</creatorcontrib><creatorcontrib>Wu, Jianglong</creatorcontrib><creatorcontrib>Gong, Chengwei</creatorcontrib><creatorcontrib>Jiang, Zishuo</creatorcontrib><creatorcontrib>Li, Dianjun</creatorcontrib><creatorcontrib>Wang, Fuqiang</creatorcontrib><creatorcontrib>Yang, Jinhui</creatorcontrib><title>K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran</title><title>ChemistrySelect (Weinheim)</title><description>A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good to excellent yields. Mechanism research suggested that the reaction didn't involve radical addition pathway. Introduction
A metal‐free, economical and effective method for intramolecular haloamination of non‐functionalized olefins by K2S2O8 was introduced in detail. In the presence of K2S2O8 and Sodium halide, various non‐functionalized olefins can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds</description><subject>2-halomethyl indulines</subject><subject>electrophilic addition</subject><subject>haloamination</subject><subject>K2S2O8-promoted</subject><subject>non-functionalized olefins</subject><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNpdUEFOwzAQtBBIVKVXzv5Air1OXPuICoWKiiK1nCMnsVUjx0ZxKpSeeALiibyERKAKoT3Mzs7sHAahS0qmlBC4iq5sp0AACJUMTtAIGM8SnqXy9M9-jiYxvhBCKBccstkIfT7ABtbi6_3jqQl1aHWF75ULqrZetTZ4HAx-DL7XF3tfDhfl7KF3rZ021kdsQoPbncabzvcQbRw-oPcPMbVud53DS18FZ72OWPnqv3hjd13VhEL7QzD7RvkLdGaUi3ryi2P0vLjdzu-T1fpuOb9eJRFIBgkjGeFpyiQrCzorRToMr6AUPTelSllVVGCE1rxMpeybEQVoTrmUwogM2BjJn9w363SXvza2Vk2XU5IPjeZDo_mx0Xyzmm-PjH0DuZZykQ</recordid><startdate>20220906</startdate><enddate>20220906</enddate><creator>Liu, Ruyan</creator><creator>Wang, Yan</creator><creator>Hu, Zhouman</creator><creator>Wu, Jianglong</creator><creator>Gong, Chengwei</creator><creator>Jiang, Zishuo</creator><creator>Li, Dianjun</creator><creator>Wang, Fuqiang</creator><creator>Yang, Jinhui</creator><scope/><orcidid>https://orcid.org/0000-0002-3098-2995</orcidid><orcidid>https://orcid.org/0000-0001-7321-573X</orcidid><orcidid>https://orcid.org/0000-0002-3980-7886</orcidid><orcidid>https://orcid.org/0000-0002-9381-1560</orcidid></search><sort><creationdate>20220906</creationdate><title>K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran</title><author>Liu, Ruyan ; Wang, Yan ; Hu, Zhouman ; Wu, Jianglong ; Gong, Chengwei ; Jiang, Zishuo ; Li, Dianjun ; Wang, Fuqiang ; Yang, Jinhui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-s2052-3050644393cb17c8484846d2c8cb1fca43dbd2f8ee6c4992208b2e616998f8523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>2-halomethyl indulines</topic><topic>electrophilic addition</topic><topic>haloamination</topic><topic>K2S2O8-promoted</topic><topic>non-functionalized olefins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Ruyan</creatorcontrib><creatorcontrib>Wang, Yan</creatorcontrib><creatorcontrib>Hu, Zhouman</creatorcontrib><creatorcontrib>Wu, Jianglong</creatorcontrib><creatorcontrib>Gong, Chengwei</creatorcontrib><creatorcontrib>Jiang, Zishuo</creatorcontrib><creatorcontrib>Li, Dianjun</creatorcontrib><creatorcontrib>Wang, Fuqiang</creatorcontrib><creatorcontrib>Yang, Jinhui</creatorcontrib><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Ruyan</au><au>Wang, Yan</au><au>Hu, Zhouman</au><au>Wu, Jianglong</au><au>Gong, Chengwei</au><au>Jiang, Zishuo</au><au>Li, Dianjun</au><au>Wang, Fuqiang</au><au>Yang, Jinhui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2022-09-06</date><risdate>2022</risdate><volume>7</volume><issue>33</issue><epage>n/a</epage><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good to excellent yields. Mechanism research suggested that the reaction didn't involve radical addition pathway. Introduction
A metal‐free, economical and effective method for intramolecular haloamination of non‐functionalized olefins by K2S2O8 was introduced in detail. In the presence of K2S2O8 and Sodium halide, various non‐functionalized olefins can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds</abstract><doi>10.1002/slct.202201932</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-3098-2995</orcidid><orcidid>https://orcid.org/0000-0001-7321-573X</orcidid><orcidid>https://orcid.org/0000-0002-3980-7886</orcidid><orcidid>https://orcid.org/0000-0002-9381-1560</orcidid></addata></record> |
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source | Wiley-Blackwell Journals |
subjects | 2-halomethyl indulines electrophilic addition haloamination K2S2O8-promoted non-functionalized olefins |
title | K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran |
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