Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst
Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6 H ,7 H -benzo[f]chromeno[4,3-b] chromen-6-ones ( 2a–h ) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of N , N -disulfopiperidinium bisulfate [DSPP][HSO 4 ] as...
Gespeichert in:
| Veröffentlicht in: | Molecular diversity 2024-02, Vol.28 (1), p.159-169 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 169 |
|---|---|
| container_issue | 1 |
| container_start_page | 159 |
| container_title | Molecular diversity |
| container_volume | 28 |
| creator | Baruah, Kabita Kalita, Sangeeta Kashyap, Niharika Bora, Debanga Bhusan Paul, Subham Borah, Ruli |
| description | Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6
H
,7
H
-benzo[f]chromeno[4,3-b] chromen-6-ones (
2a–h
) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of
N
,
N
-disulfopiperidinium bisulfate [DSPP][HSO
4
] as homogeneous recyclable Brönsted acidic ionic liquid catalyst in EtOAc under reflux to produce excellent yields (89–97%) of the products within 2–4 h reaction. In neat condition, the same reaction required 4.5 h to produce 90% yield of model product (
2d
) at 100 ℃, which took only 2.5 h to yield 97% of the same product in EtOAc under reflux temperature.
Graphical abstract |
| doi_str_mv | 10.1007/s11030-023-10642-6 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2800624163</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2928425235</sourcerecordid><originalsourceid>FETCH-LOGICAL-c326t-5b9e07687b526f5047115d82f1f3b2126d7828c5315f9ddabe6558f8fd7baebb3</originalsourceid><addsrcrecordid>eNp9kcuKFDEUhgtRnHH0BVxIwI2LjuZSSVUvnfHSwjAz0ApC0xRJKunOmErKpGqgfDBfwIfwdUxfVHAhBJKT8_1_DvmL4ilGLzFC1auEMaIIIkIhRrwkkN8rTjGrKGQIf76fz7TGEM_n-KR4lNItQlmG6cPihFao5HmdFj-Xw9hOIBjQjW6wKnR98NoPIE1-2Opk065XQeG-TA6ECEScHOSLWbWAUvtvYWXWahtDp31YlTMK5Roca8hhtkrA-rvg7qzfgKvZFWxtGp0Jve11tK31duzk_koMGqzeLG9u1qvF8rpcA5GANsYquxsnajUpJ6TTYBu6sNFehzGB8_jju0-DboFQ2U0BJQbhpjQ8Lh4Y4ZJ-ctzPik_v3n68WMDL6_cfLl5fQkUJHyCTc40qXleSEW4YKiuMWVsTgw2VBBPeVjWpFaOYmXnbCqk5Y7WpTVtJoaWkZ8WLg28fw9dRp6HpbFLaObEfsCE1QpyUmNOMPv8HvQ1j9Hm6hsxJXRJGKMsUOVAqhpSiNk0fbZd_vcGo2cXeHGJvcuzNPvaGZ9Gzo_UoO93-kfzOOQP0AKTc8hsd_779H9tfE6G8aQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2928425235</pqid></control><display><type>article</type><title>Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst</title><source>SpringerLink Journals - AutoHoldings</source><creator>Baruah, Kabita ; Kalita, Sangeeta ; Kashyap, Niharika ; Bora, Debanga Bhusan ; Paul, Subham ; Borah, Ruli</creator><creatorcontrib>Baruah, Kabita ; Kalita, Sangeeta ; Kashyap, Niharika ; Bora, Debanga Bhusan ; Paul, Subham ; Borah, Ruli</creatorcontrib><description>Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6
H
,7
H
-benzo[f]chromeno[4,3-b] chromen-6-ones (
2a–h
) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of
N
,
N
-disulfopiperidinium bisulfate [DSPP][HSO
4
] as homogeneous recyclable Brönsted acidic ionic liquid catalyst in EtOAc under reflux to produce excellent yields (89–97%) of the products within 2–4 h reaction. In neat condition, the same reaction required 4.5 h to produce 90% yield of model product (
2d
) at 100 ℃, which took only 2.5 h to yield 97% of the same product in EtOAc under reflux temperature.
Graphical abstract</description><identifier>ISSN: 1381-1991</identifier><identifier>EISSN: 1573-501X</identifier><identifier>DOI: 10.1007/s11030-023-10642-6</identifier><identifier>PMID: 37046046</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Acids ; Aldehydes ; Biochemistry ; Biomedical and Life Sciences ; Life Sciences ; Optimization ; Organic Chemistry ; Original Article ; Pharmacy ; Polymer Sciences ; Solvents ; Temperature</subject><ispartof>Molecular diversity, 2024-02, Vol.28 (1), p.159-169</ispartof><rights>The Author(s), under exclusive licence to Springer Nature Switzerland AG 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><rights>2023. The Author(s), under exclusive licence to Springer Nature Switzerland AG.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c326t-5b9e07687b526f5047115d82f1f3b2126d7828c5315f9ddabe6558f8fd7baebb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11030-023-10642-6$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11030-023-10642-6$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37046046$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Baruah, Kabita</creatorcontrib><creatorcontrib>Kalita, Sangeeta</creatorcontrib><creatorcontrib>Kashyap, Niharika</creatorcontrib><creatorcontrib>Bora, Debanga Bhusan</creatorcontrib><creatorcontrib>Paul, Subham</creatorcontrib><creatorcontrib>Borah, Ruli</creatorcontrib><title>Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst</title><title>Molecular diversity</title><addtitle>Mol Divers</addtitle><addtitle>Mol Divers</addtitle><description>Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6
H
,7
H
-benzo[f]chromeno[4,3-b] chromen-6-ones (
2a–h
) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of
N
,
N
-disulfopiperidinium bisulfate [DSPP][HSO
4
] as homogeneous recyclable Brönsted acidic ionic liquid catalyst in EtOAc under reflux to produce excellent yields (89–97%) of the products within 2–4 h reaction. In neat condition, the same reaction required 4.5 h to produce 90% yield of model product (
2d
) at 100 ℃, which took only 2.5 h to yield 97% of the same product in EtOAc under reflux temperature.
Graphical abstract</description><subject>Acids</subject><subject>Aldehydes</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Life Sciences</subject><subject>Optimization</subject><subject>Organic Chemistry</subject><subject>Original Article</subject><subject>Pharmacy</subject><subject>Polymer Sciences</subject><subject>Solvents</subject><subject>Temperature</subject><issn>1381-1991</issn><issn>1573-501X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp9kcuKFDEUhgtRnHH0BVxIwI2LjuZSSVUvnfHSwjAz0ApC0xRJKunOmErKpGqgfDBfwIfwdUxfVHAhBJKT8_1_DvmL4ilGLzFC1auEMaIIIkIhRrwkkN8rTjGrKGQIf76fz7TGEM_n-KR4lNItQlmG6cPihFao5HmdFj-Xw9hOIBjQjW6wKnR98NoPIE1-2Opk065XQeG-TA6ECEScHOSLWbWAUvtvYWXWahtDp31YlTMK5Roca8hhtkrA-rvg7qzfgKvZFWxtGp0Jve11tK31duzk_koMGqzeLG9u1qvF8rpcA5GANsYquxsnajUpJ6TTYBu6sNFehzGB8_jju0-DboFQ2U0BJQbhpjQ8Lh4Y4ZJ-ctzPik_v3n68WMDL6_cfLl5fQkUJHyCTc40qXleSEW4YKiuMWVsTgw2VBBPeVjWpFaOYmXnbCqk5Y7WpTVtJoaWkZ8WLg28fw9dRp6HpbFLaObEfsCE1QpyUmNOMPv8HvQ1j9Hm6hsxJXRJGKMsUOVAqhpSiNk0fbZd_vcGo2cXeHGJvcuzNPvaGZ9Gzo_UoO93-kfzOOQP0AKTc8hsd_779H9tfE6G8aQ</recordid><startdate>20240201</startdate><enddate>20240201</enddate><creator>Baruah, Kabita</creator><creator>Kalita, Sangeeta</creator><creator>Kashyap, Niharika</creator><creator>Bora, Debanga Bhusan</creator><creator>Paul, Subham</creator><creator>Borah, Ruli</creator><general>Springer International Publishing</general><general>Springer Nature B.V</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20240201</creationdate><title>Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst</title><author>Baruah, Kabita ; Kalita, Sangeeta ; Kashyap, Niharika ; Bora, Debanga Bhusan ; Paul, Subham ; Borah, Ruli</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c326t-5b9e07687b526f5047115d82f1f3b2126d7828c5315f9ddabe6558f8fd7baebb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Acids</topic><topic>Aldehydes</topic><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Life Sciences</topic><topic>Optimization</topic><topic>Organic Chemistry</topic><topic>Original Article</topic><topic>Pharmacy</topic><topic>Polymer Sciences</topic><topic>Solvents</topic><topic>Temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Baruah, Kabita</creatorcontrib><creatorcontrib>Kalita, Sangeeta</creatorcontrib><creatorcontrib>Kashyap, Niharika</creatorcontrib><creatorcontrib>Bora, Debanga Bhusan</creatorcontrib><creatorcontrib>Paul, Subham</creatorcontrib><creatorcontrib>Borah, Ruli</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Molecular diversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Baruah, Kabita</au><au>Kalita, Sangeeta</au><au>Kashyap, Niharika</au><au>Bora, Debanga Bhusan</au><au>Paul, Subham</au><au>Borah, Ruli</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst</atitle><jtitle>Molecular diversity</jtitle><stitle>Mol Divers</stitle><addtitle>Mol Divers</addtitle><date>2024-02-01</date><risdate>2024</risdate><volume>28</volume><issue>1</issue><spage>159</spage><epage>169</epage><pages>159-169</pages><issn>1381-1991</issn><eissn>1573-501X</eissn><abstract>Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6
H
,7
H
-benzo[f]chromeno[4,3-b] chromen-6-ones (
2a–h
) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of
N
,
N
-disulfopiperidinium bisulfate [DSPP][HSO
4
] as homogeneous recyclable Brönsted acidic ionic liquid catalyst in EtOAc under reflux to produce excellent yields (89–97%) of the products within 2–4 h reaction. In neat condition, the same reaction required 4.5 h to produce 90% yield of model product (
2d
) at 100 ℃, which took only 2.5 h to yield 97% of the same product in EtOAc under reflux temperature.
Graphical abstract</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><pmid>37046046</pmid><doi>10.1007/s11030-023-10642-6</doi><tpages>11</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1381-1991 |
| ispartof | Molecular diversity, 2024-02, Vol.28 (1), p.159-169 |
| issn | 1381-1991 1573-501X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2800624163 |
| source | SpringerLink Journals - AutoHoldings |
| subjects | Acids Aldehydes Biochemistry Biomedical and Life Sciences Life Sciences Optimization Organic Chemistry Original Article Pharmacy Polymer Sciences Solvents Temperature |
| title | Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-18T20%3A10%3A32IST&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=Study%20of%20multicomponent%20synthesis%20of%207-alkyl%20or%20aryl-6H,7H-benzo%5Bf%5Dchromeno%5B4,3-b%5D%20chromen-6-ones%20involving%20N,N-disulfopiperidiniumbisulfate%20%5BDSPP%5D%5BHSO4%5D%20as%20efficient%20recyclable%20homogeneous%20Br%C3%B6nsted%20acidic%20catalyst&rft.jtitle=Molecular%20diversity&rft.au=Baruah,%20Kabita&rft.date=2024-02-01&rft.volume=28&rft.issue=1&rft.spage=159&rft.epage=169&rft.pages=159-169&rft.issn=1381-1991&rft.eissn=1573-501X&rft_id=info:doi/10.1007/s11030-023-10642-6&rft_dat=%3Cproquest_cross%3E2928425235%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=2928425235&rft_id=info:pmid/37046046&rfr_iscdi=true |