Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions

In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C 4 (DABCO-SO 3 H) 2 )·4Cl) as a new nano sized N -sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1 H NMR, 13 C NMR, mass, XRD, TGA, SEM and AF...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2016, Vol.6 (31), p.26026-26037
Hauptverfasser: Goli-Jolodar, Omid, Shirini, Farhad, Seddighi, Mohadeseh
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 26037
container_issue 31
container_start_page 26026
container_title RSC advances
container_volume 6
creator Goli-Jolodar, Omid
Shirini, Farhad
Seddighi, Mohadeseh
description In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C 4 (DABCO-SO 3 H) 2 )·4Cl) as a new nano sized N -sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1 H NMR, 13 C NMR, mass, XRD, TGA, SEM and AFM analysis. After the characterization of this reagent, it was efficiently used for the promotion of the one-pot synthesis of hexahydroquinolines via one-pot four-component condensation of aryl aldehydes, 1,3-cyclohexadione derivatives, β-ketoesters and ammonium acetate under solvent-free conditions. The procedure gave the products in excellent yields in short reaction times and good to high yields. Also this catalyst can be reused several times without loss of its catalytic activity.
doi_str_mv 10.1039/C6RA04148E
format Article
fullrecord <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C6RA04148E</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1039_C6RA04148E</sourcerecordid><originalsourceid>FETCH-LOGICAL-c231t-d9a259fecd9263f98b65c6c7b32b54db5a4640285e0bd9b4b6caa04393f498353</originalsourceid><addsrcrecordid>eNpNkd9KwzAYxYsoOHQ3PkGuhWrapLG5nGO6wVAQvS5p_rBIl8x8aaF7MF9AfC_bqeh3c37fOXBuTpJcZPgqw4Rfz9nTDNOMloujZJJjytIcM378j0-TKcArHo4VWc6ySfK5cjF41cpovUPeIIGc73SDnHAe7F4r9JBC2xjvRBye2_Dx7mAkIa2yEkkRRdNDRMYHFDca7YLf-t-20YDeDQIWRmPnm37Tq-DfWut8Y51GSgfbiWg7DaizAi2Fi3uQGyS9U9qBOJS1AwcEvum0i6kJWh9yO4ZwnpwY0YCe_uhZ8nK3eJ4v0_Xj_Wo-W6cyJ1lMFRd5wY2WiueMGF7WrJBM3tQkrwuq6kJQRnFeFhrXite0ZlIITAknhvKSFOQsufzulcEDBG2qXbBbEfoqw9W4QfW3AfkCq42BCA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Goli-Jolodar, Omid ; Shirini, Farhad ; Seddighi, Mohadeseh</creator><creatorcontrib>Goli-Jolodar, Omid ; Shirini, Farhad ; Seddighi, Mohadeseh</creatorcontrib><description>In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C 4 (DABCO-SO 3 H) 2 )·4Cl) as a new nano sized N -sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1 H NMR, 13 C NMR, mass, XRD, TGA, SEM and AFM analysis. After the characterization of this reagent, it was efficiently used for the promotion of the one-pot synthesis of hexahydroquinolines via one-pot four-component condensation of aryl aldehydes, 1,3-cyclohexadione derivatives, β-ketoesters and ammonium acetate under solvent-free conditions. The procedure gave the products in excellent yields in short reaction times and good to high yields. Also this catalyst can be reused several times without loss of its catalytic activity.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C6RA04148E</identifier><language>eng</language><ispartof>RSC advances, 2016, Vol.6 (31), p.26026-26037</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c231t-d9a259fecd9263f98b65c6c7b32b54db5a4640285e0bd9b4b6caa04393f498353</citedby><cites>FETCH-LOGICAL-c231t-d9a259fecd9263f98b65c6c7b32b54db5a4640285e0bd9b4b6caa04393f498353</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Goli-Jolodar, Omid</creatorcontrib><creatorcontrib>Shirini, Farhad</creatorcontrib><creatorcontrib>Seddighi, Mohadeseh</creatorcontrib><title>Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions</title><title>RSC advances</title><description>In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C 4 (DABCO-SO 3 H) 2 )·4Cl) as a new nano sized N -sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1 H NMR, 13 C NMR, mass, XRD, TGA, SEM and AFM analysis. After the characterization of this reagent, it was efficiently used for the promotion of the one-pot synthesis of hexahydroquinolines via one-pot four-component condensation of aryl aldehydes, 1,3-cyclohexadione derivatives, β-ketoesters and ammonium acetate under solvent-free conditions. The procedure gave the products in excellent yields in short reaction times and good to high yields. Also this catalyst can be reused several times without loss of its catalytic activity.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpNkd9KwzAYxYsoOHQ3PkGuhWrapLG5nGO6wVAQvS5p_rBIl8x8aaF7MF9AfC_bqeh3c37fOXBuTpJcZPgqw4Rfz9nTDNOMloujZJJjytIcM378j0-TKcArHo4VWc6ySfK5cjF41cpovUPeIIGc73SDnHAe7F4r9JBC2xjvRBye2_Dx7mAkIa2yEkkRRdNDRMYHFDca7YLf-t-20YDeDQIWRmPnm37Tq-DfWut8Y51GSgfbiWg7DaizAi2Fi3uQGyS9U9qBOJS1AwcEvum0i6kJWh9yO4ZwnpwY0YCe_uhZ8nK3eJ4v0_Xj_Wo-W6cyJ1lMFRd5wY2WiueMGF7WrJBM3tQkrwuq6kJQRnFeFhrXite0ZlIITAknhvKSFOQsufzulcEDBG2qXbBbEfoqw9W4QfW3AfkCq42BCA</recordid><startdate>2016</startdate><enddate>2016</enddate><creator>Goli-Jolodar, Omid</creator><creator>Shirini, Farhad</creator><creator>Seddighi, Mohadeseh</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2016</creationdate><title>Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions</title><author>Goli-Jolodar, Omid ; Shirini, Farhad ; Seddighi, Mohadeseh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c231t-d9a259fecd9263f98b65c6c7b32b54db5a4640285e0bd9b4b6caa04393f498353</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Goli-Jolodar, Omid</creatorcontrib><creatorcontrib>Shirini, Farhad</creatorcontrib><creatorcontrib>Seddighi, Mohadeseh</creatorcontrib><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Goli-Jolodar, Omid</au><au>Shirini, Farhad</au><au>Seddighi, Mohadeseh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions</atitle><jtitle>RSC advances</jtitle><date>2016</date><risdate>2016</risdate><volume>6</volume><issue>31</issue><spage>26026</spage><epage>26037</epage><pages>26026-26037</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C 4 (DABCO-SO 3 H) 2 )·4Cl) as a new nano sized N -sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1 H NMR, 13 C NMR, mass, XRD, TGA, SEM and AFM analysis. After the characterization of this reagent, it was efficiently used for the promotion of the one-pot synthesis of hexahydroquinolines via one-pot four-component condensation of aryl aldehydes, 1,3-cyclohexadione derivatives, β-ketoesters and ammonium acetate under solvent-free conditions. The procedure gave the products in excellent yields in short reaction times and good to high yields. Also this catalyst can be reused several times without loss of its catalytic activity.</abstract><doi>10.1039/C6RA04148E</doi><tpages>12</tpages></addata></record>
fulltext fulltext
identifier ISSN: 2046-2069
ispartof RSC advances, 2016, Vol.6 (31), p.26026-26037
issn 2046-2069
2046-2069
language eng
recordid cdi_crossref_primary_10_1039_C6RA04148E
source Royal Society Of Chemistry Journals 2008-
title Introduction of a novel nanosized N-sulfonated Brönsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-04T02%3A38%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Introduction%20of%20a%20novel%20nanosized%20N-sulfonated%20Br%C3%B6nsted%20acidic%20catalyst%20for%20the%20promotion%20of%20the%20synthesis%20of%20polyhydroquinoline%20derivatives%20via%20Hantzsch%20condensation%20under%20solvent-free%20conditions&rft.jtitle=RSC%20advances&rft.au=Goli-Jolodar,%20Omid&rft.date=2016&rft.volume=6&rft.issue=31&rft.spage=26026&rft.epage=26037&rft.pages=26026-26037&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/C6RA04148E&rft_dat=%3Ccrossref%3E10_1039_C6RA04148E%3C/crossref%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true