Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions
Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-m...
Gespeichert in:
Veröffentlicht in: | Chinese chemical letters 2022-09, Vol.33 (9), p.4303-4305 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 4305 |
---|---|
container_issue | 9 |
container_start_page | 4303 |
container_title | Chinese chemical letters |
container_volume | 33 |
creator | Liu, Huan Cai, Zhong-Jian Ji, Shun-Jun |
description | Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (>10 g, >90% yield), which further highlighted the potential application of this selenation strategy.
[Display omitted]
Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (> 10 g, > 90% yield), which further highlighted the potential application of this selenation strategy. |
doi_str_mv | 10.1016/j.cclet.2022.01.046 |
format | Article |
fullrecord | <record><control><sourceid>wanfang_jour_cross</sourceid><recordid>TN_cdi_wanfang_journals_zghxkb202209031</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><wanfj_id>zghxkb202209031</wanfj_id><els_id>S1001841722000626</els_id><sourcerecordid>zghxkb202209031</sourcerecordid><originalsourceid>FETCH-LOGICAL-c335t-9b2ebe64afea2891842044c489cd0d95c12c1aef383eb20347494f39e8c8c1d23</originalsourceid><addsrcrecordid>eNp9kb1u2zAURoWiAZKmeYIs3LpEKv8sU0OGwEjaAgG6tDNBXV7FtCXSICk77pv0bSvZnjuRIM75eMmvKO4ZrRhl9ddNBdBjrjjlvKKsorL-UNwwtVTloqnlx2lPKSuVZMvr4lNKG0q5UqK-Kf4-AWBKJAciStNvj33CHr3zNvSYSHskw9hnB2HYBY8-k4gGsguehI5cqAdydsaB7MLBYiTGWzL6GdybjJacgsna9M5OoaOfmRyNT26OKgfMpi-7iEggeHs6TJ-Lq85M09xd1tvi98vzr9X38vXntx-rp9cShFjksmk5tlhL06HhqmFKciolSNWApbZZAOPADHZCCWw5FXIpG9mJBhUoYJaL2-LLOfdgfGf8m96EMfrpRv3nbf2-bec_pQ0VbCLFmYQYUorY6V10g4lHzaiee9AbfepBz46mTE89TNbj2cLpEXuHUSdw6AGtiwhZ2-D-6_8DpZmWhA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions</title><source>Elsevier ScienceDirect Journals Complete - AutoHoldings</source><source>Alma/SFX Local Collection</source><creator>Liu, Huan ; Cai, Zhong-Jian ; Ji, Shun-Jun</creator><creatorcontrib>Liu, Huan ; Cai, Zhong-Jian ; Ji, Shun-Jun</creatorcontrib><description>Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (>10 g, >90% yield), which further highlighted the potential application of this selenation strategy.
[Display omitted]
Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (> 10 g, > 90% yield), which further highlighted the potential application of this selenation strategy.</description><identifier>ISSN: 1001-8417</identifier><identifier>EISSN: 1878-5964</identifier><identifier>DOI: 10.1016/j.cclet.2022.01.046</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>3-Alkylselenindole ; Indole ; Selenium ; Selenization</subject><ispartof>Chinese chemical letters, 2022-09, Vol.33 (9), p.4303-4305</ispartof><rights>2022</rights><rights>Copyright © Wanfang Data Co. Ltd. All Rights Reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c335t-9b2ebe64afea2891842044c489cd0d95c12c1aef383eb20347494f39e8c8c1d23</citedby><cites>FETCH-LOGICAL-c335t-9b2ebe64afea2891842044c489cd0d95c12c1aef383eb20347494f39e8c8c1d23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://www.wanfangdata.com.cn/images/PeriodicalImages/zghxkb/zghxkb.jpg</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.cclet.2022.01.046$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3549,27923,27924,45994</link.rule.ids></links><search><creatorcontrib>Liu, Huan</creatorcontrib><creatorcontrib>Cai, Zhong-Jian</creatorcontrib><creatorcontrib>Ji, Shun-Jun</creatorcontrib><title>Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions</title><title>Chinese chemical letters</title><description>Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (>10 g, >90% yield), which further highlighted the potential application of this selenation strategy.
[Display omitted]
Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (> 10 g, > 90% yield), which further highlighted the potential application of this selenation strategy.</description><subject>3-Alkylselenindole</subject><subject>Indole</subject><subject>Selenium</subject><subject>Selenization</subject><issn>1001-8417</issn><issn>1878-5964</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kb1u2zAURoWiAZKmeYIs3LpEKv8sU0OGwEjaAgG6tDNBXV7FtCXSICk77pv0bSvZnjuRIM75eMmvKO4ZrRhl9ddNBdBjrjjlvKKsorL-UNwwtVTloqnlx2lPKSuVZMvr4lNKG0q5UqK-Kf4-AWBKJAciStNvj33CHr3zNvSYSHskw9hnB2HYBY8-k4gGsguehI5cqAdydsaB7MLBYiTGWzL6GdybjJacgsna9M5OoaOfmRyNT26OKgfMpi-7iEggeHs6TJ-Lq85M09xd1tvi98vzr9X38vXntx-rp9cShFjksmk5tlhL06HhqmFKciolSNWApbZZAOPADHZCCWw5FXIpG9mJBhUoYJaL2-LLOfdgfGf8m96EMfrpRv3nbf2-bec_pQ0VbCLFmYQYUorY6V10g4lHzaiee9AbfepBz46mTE89TNbj2cLpEXuHUSdw6AGtiwhZ2-D-6_8DpZmWhA</recordid><startdate>20220901</startdate><enddate>20220901</enddate><creator>Liu, Huan</creator><creator>Cai, Zhong-Jian</creator><creator>Ji, Shun-Jun</creator><general>Elsevier B.V</general><general>Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,Chemical Engineering and Materials Science&Collaborative Innovation Center of Suzhou Nano Science and Technology,Soochow University,Suzhou 215123,China</general><scope>AAYXX</scope><scope>CITATION</scope><scope>2B.</scope><scope>4A8</scope><scope>92I</scope><scope>93N</scope><scope>PSX</scope><scope>TCJ</scope></search><sort><creationdate>20220901</creationdate><title>Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions</title><author>Liu, Huan ; Cai, Zhong-Jian ; Ji, Shun-Jun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-9b2ebe64afea2891842044c489cd0d95c12c1aef383eb20347494f39e8c8c1d23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>3-Alkylselenindole</topic><topic>Indole</topic><topic>Selenium</topic><topic>Selenization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Huan</creatorcontrib><creatorcontrib>Cai, Zhong-Jian</creatorcontrib><creatorcontrib>Ji, Shun-Jun</creatorcontrib><collection>CrossRef</collection><collection>Wanfang Data Journals - Hong Kong</collection><collection>WANFANG Data Centre</collection><collection>Wanfang Data Journals</collection><collection>万方数据期刊 - 香港版</collection><collection>China Online Journals (COJ)</collection><collection>China Online Journals (COJ)</collection><jtitle>Chinese chemical letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Huan</au><au>Cai, Zhong-Jian</au><au>Ji, Shun-Jun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions</atitle><jtitle>Chinese chemical letters</jtitle><date>2022-09-01</date><risdate>2022</risdate><volume>33</volume><issue>9</issue><spage>4303</spage><epage>4305</epage><pages>4303-4305</pages><issn>1001-8417</issn><eissn>1878-5964</eissn><abstract>Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (>10 g, >90% yield), which further highlighted the potential application of this selenation strategy.
[Display omitted]
Herein, we reported a convenient and efficient multicomponent reaction of indoles, selenium powder and unactivated alkyl halides. This protocol provides a practical, and facile approach for the synthesis of 3-alkylselenindole derivatives. The advantages of this strategy include mild and transition-metal-free conditions, broad functional group tolerance, the use of simple and easily accessible seleniium powder and alkyl halides as coupling partners. More importantly, the reaction proceeded smoothly with a large scale (> 10 g, > 90% yield), which further highlighted the potential application of this selenation strategy.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.cclet.2022.01.046</doi><tpages>3</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1001-8417 |
ispartof | Chinese chemical letters, 2022-09, Vol.33 (9), p.4303-4305 |
issn | 1001-8417 1878-5964 |
language | eng |
recordid | cdi_wanfang_journals_zghxkb202209031 |
source | Elsevier ScienceDirect Journals Complete - AutoHoldings; Alma/SFX Local Collection |
subjects | 3-Alkylselenindole Indole Selenium Selenization |
title | Access to 3-alkylselenindoles by multicomponent reaction of indoles, selenium powder and unactivated alkyl halides under transition-metal-free conditions |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-09T09%3A41%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wanfang_jour_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Access%20to%203-alkylselenindoles%20by%20multicomponent%20reaction%20of%20indoles,%20selenium%20powder%20and%20unactivated%20alkyl%20halides%20under%20transition-metal-free%20conditions&rft.jtitle=Chinese%20chemical%20letters&rft.au=Liu,%20Huan&rft.date=2022-09-01&rft.volume=33&rft.issue=9&rft.spage=4303&rft.epage=4305&rft.pages=4303-4305&rft.issn=1001-8417&rft.eissn=1878-5964&rft_id=info:doi/10.1016/j.cclet.2022.01.046&rft_dat=%3Cwanfang_jour_cross%3Ezghxkb202209031%3C/wanfang_jour_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_wanfj_id=zghxkb202209031&rft_els_id=S1001841722000626&rfr_iscdi=true |