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...
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Veröffentlicht in: | Monatshefte für Chemie 2023-06, Vol.154 (6), p.645-649 |
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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 |
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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.
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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> |
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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 |
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