Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids

1-Butyl-3-methylimidazolium tetra-fluoroborate ([BMIM][BF 4 ]) has been used as an ionic liquid for the synthesis of conjugated ynones in good yields from alkyl/aryl N -acylbenzotriazoles and terminal alkynes in catalytic amounts of zinc chloride. Mild reaction conditions, short reaction time, and e...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Monatshefte für Chemie 2023-06, Vol.154 (6), p.645-649
1. Verfasser: Widyan, Khalid
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 649
container_issue 6
container_start_page 645
container_title Monatshefte für Chemie
container_volume 154
creator Widyan, Khalid
description 1-Butyl-3-methylimidazolium tetra-fluoroborate ([BMIM][BF 4 ]) has been used as an ionic liquid for the synthesis of conjugated ynones in good yields from alkyl/aryl N -acylbenzotriazoles and terminal alkynes in catalytic amounts of zinc chloride. Mild reaction conditions, short reaction time, and excellent functional group tolerance with broad substrate scope are the advantages of this protocol. The [BMIM][BF 4 ] can be recovered and reused without significant loss in efficiency. Graphical abstract
doi_str_mv 10.1007/s00706-023-03066-3
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2812752580</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2812752580</sourcerecordid><originalsourceid>FETCH-LOGICAL-c319t-76d58336936c9b4beec9592ce4edfdb7134deaccae05df73294cbfadfdca97f3</originalsourceid><addsrcrecordid>eNp9kM1OAyEURonRxFp9AVckrlEGmKG4axr_kkY33ROGYVrqFFpgYqZPL3VM3Lm55IbvfMk9ANwW-L7AmD_EPHCFMKEIU1xViJ6BScEoQ4zx8hxMMCYVEoTxS3AV4xbnnWE6Aeu5HjqVrHfQtzCZsLNOdVB1n4MzEX7ZtIHvSOVQbdzRp2DV0XfmEcbBpY2JNp447d22X6tkGjg4fwKtg7nTatjZQ2-beA0uWtVFc_P7TsHq-Wm1eEXLj5e3xXyJNC1EQrxqyhmllaCVFjWrjdGiFEQbZpq2qXlBWWOU1srgsmk5JYLpulX5TyvBWzoFd2PtPvhDb2KSW9-HfFGUZFYQXpJyhnOKjCkdfIzBtHIf7E6FQRZYnnzK0afMPuWPT0kzREco5rBbm_BX_Q_1DSjze8E</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2812752580</pqid></control><display><type>article</type><title>Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids</title><source>SpringerLink Journals - AutoHoldings</source><creator>Widyan, Khalid</creator><creatorcontrib>Widyan, Khalid</creatorcontrib><description>1-Butyl-3-methylimidazolium tetra-fluoroborate ([BMIM][BF 4 ]) has been used as an ionic liquid for the synthesis of conjugated ynones in good yields from alkyl/aryl N -acylbenzotriazoles and terminal alkynes in catalytic amounts of zinc chloride. Mild reaction conditions, short reaction time, and excellent functional group tolerance with broad substrate scope are the advantages of this protocol. The [BMIM][BF 4 ] can be recovered and reused without significant loss in efficiency. Graphical abstract</description><identifier>ISSN: 0026-9247</identifier><identifier>EISSN: 1434-4475</identifier><identifier>DOI: 10.1007/s00706-023-03066-3</identifier><language>eng</language><publisher>Vienna: Springer Vienna</publisher><subject>Acylation ; Alkynes ; Analytical Chemistry ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Functional groups ; Inorganic Chemistry ; Ionic liquids ; Organic Chemistry ; Original Paper ; Physical Chemistry ; Substrates ; Synthesis ; Theoretical and Computational Chemistry ; Zinc chloride</subject><ispartof>Monatshefte für Chemie, 2023-06, Vol.154 (6), p.645-649</ispartof><rights>Springer-Verlag GmbH Austria, part of Springer Nature 2023. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-76d58336936c9b4beec9592ce4edfdb7134deaccae05df73294cbfadfdca97f3</citedby><cites>FETCH-LOGICAL-c319t-76d58336936c9b4beec9592ce4edfdb7134deaccae05df73294cbfadfdca97f3</cites><orcidid>0000-0002-6483-8334</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00706-023-03066-3$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00706-023-03066-3$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids></links><search><creatorcontrib>Widyan, Khalid</creatorcontrib><title>Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids</title><title>Monatshefte für Chemie</title><addtitle>Monatsh Chem</addtitle><description>1-Butyl-3-methylimidazolium tetra-fluoroborate ([BMIM][BF 4 ]) has been used as an ionic liquid for the synthesis of conjugated ynones in good yields from alkyl/aryl N -acylbenzotriazoles and terminal alkynes in catalytic amounts of zinc chloride. Mild reaction conditions, short reaction time, and excellent functional group tolerance with broad substrate scope are the advantages of this protocol. The [BMIM][BF 4 ] can be recovered and reused without significant loss in efficiency. Graphical abstract</description><subject>Acylation</subject><subject>Alkynes</subject><subject>Analytical Chemistry</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Functional groups</subject><subject>Inorganic Chemistry</subject><subject>Ionic liquids</subject><subject>Organic Chemistry</subject><subject>Original Paper</subject><subject>Physical Chemistry</subject><subject>Substrates</subject><subject>Synthesis</subject><subject>Theoretical and Computational Chemistry</subject><subject>Zinc chloride</subject><issn>0026-9247</issn><issn>1434-4475</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kM1OAyEURonRxFp9AVckrlEGmKG4axr_kkY33ROGYVrqFFpgYqZPL3VM3Lm55IbvfMk9ANwW-L7AmD_EPHCFMKEIU1xViJ6BScEoQ4zx8hxMMCYVEoTxS3AV4xbnnWE6Aeu5HjqVrHfQtzCZsLNOdVB1n4MzEX7ZtIHvSOVQbdzRp2DV0XfmEcbBpY2JNp447d22X6tkGjg4fwKtg7nTatjZQ2-beA0uWtVFc_P7TsHq-Wm1eEXLj5e3xXyJNC1EQrxqyhmllaCVFjWrjdGiFEQbZpq2qXlBWWOU1srgsmk5JYLpulX5TyvBWzoFd2PtPvhDb2KSW9-HfFGUZFYQXpJyhnOKjCkdfIzBtHIf7E6FQRZYnnzK0afMPuWPT0kzREco5rBbm_BX_Q_1DSjze8E</recordid><startdate>20230601</startdate><enddate>20230601</enddate><creator>Widyan, Khalid</creator><general>Springer Vienna</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-6483-8334</orcidid></search><sort><creationdate>20230601</creationdate><title>Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids</title><author>Widyan, Khalid</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c319t-76d58336936c9b4beec9592ce4edfdb7134deaccae05df73294cbfadfdca97f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Acylation</topic><topic>Alkynes</topic><topic>Analytical Chemistry</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Functional groups</topic><topic>Inorganic Chemistry</topic><topic>Ionic liquids</topic><topic>Organic Chemistry</topic><topic>Original Paper</topic><topic>Physical Chemistry</topic><topic>Substrates</topic><topic>Synthesis</topic><topic>Theoretical and Computational Chemistry</topic><topic>Zinc chloride</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Widyan, Khalid</creatorcontrib><collection>CrossRef</collection><jtitle>Monatshefte für Chemie</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Widyan, Khalid</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids</atitle><jtitle>Monatshefte für Chemie</jtitle><stitle>Monatsh Chem</stitle><date>2023-06-01</date><risdate>2023</risdate><volume>154</volume><issue>6</issue><spage>645</spage><epage>649</epage><pages>645-649</pages><issn>0026-9247</issn><eissn>1434-4475</eissn><abstract>1-Butyl-3-methylimidazolium tetra-fluoroborate ([BMIM][BF 4 ]) has been used as an ionic liquid for the synthesis of conjugated ynones in good yields from alkyl/aryl N -acylbenzotriazoles and terminal alkynes in catalytic amounts of zinc chloride. Mild reaction conditions, short reaction time, and excellent functional group tolerance with broad substrate scope are the advantages of this protocol. The [BMIM][BF 4 ] can be recovered and reused without significant loss in efficiency. Graphical abstract</abstract><cop>Vienna</cop><pub>Springer Vienna</pub><doi>10.1007/s00706-023-03066-3</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-6483-8334</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0026-9247
ispartof Monatshefte für Chemie, 2023-06, Vol.154 (6), p.645-649
issn 0026-9247
1434-4475
language eng
recordid cdi_proquest_journals_2812752580
source SpringerLink Journals - AutoHoldings
subjects Acylation
Alkynes
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Functional groups
Inorganic Chemistry
Ionic liquids
Organic Chemistry
Original Paper
Physical Chemistry
Substrates
Synthesis
Theoretical and Computational Chemistry
Zinc chloride
title Acylation of terminal alkynes with N-acylbenzotriazole: synthesis of conjugated ynones in ionic liquids
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-17T12%3A29%3A50IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Acylation%20of%20terminal%20alkynes%20with%20N-acylbenzotriazole:%20synthesis%20of%20conjugated%20ynones%20in%20ionic%20liquids&rft.jtitle=Monatshefte%20f%C3%BCr%20Chemie&rft.au=Widyan,%20Khalid&rft.date=2023-06-01&rft.volume=154&rft.issue=6&rft.spage=645&rft.epage=649&rft.pages=645-649&rft.issn=0026-9247&rft.eissn=1434-4475&rft_id=info:doi/10.1007/s00706-023-03066-3&rft_dat=%3Cproquest_cross%3E2812752580%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2812752580&rft_id=info:pmid/&rfr_iscdi=true