Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization
Original substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines have been prepared following a Groebke-Blackburn-Bienayme MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the i...
Gespeichert in:
| Veröffentlicht in: | RSC advances 2015-04, Vol.5 (44), p.35201-35210 |
|---|---|
| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 35210 |
|---|---|
| container_issue | 44 |
| container_start_page | 35201 |
| container_title | RSC advances |
| container_volume | 5 |
| creator | Tber, Z Hiebel, M-A Allouchi, H El Hakmaoui, A Akssira, M Guillaumet, G Berteina-Raboin, S |
| description | Original substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines have been prepared following a Groebke-Blackburn-Bienayme MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the introduction of diverse groups in the 6 and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, a Buchwald-Hartwig cross coupling with a wide range of aryl and hetaryl halides has been successfully reported using our heterocyclic primary amine derivatives. |
| doi_str_mv | 10.1039/c5ra03703d |
| format | Article |
| fullrecord | <record><control><sourceid>proquest</sourceid><recordid>TN_cdi_proquest_miscellaneous_1692400992</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1692400992</sourcerecordid><originalsourceid>FETCH-proquest_miscellaneous_16924009923</originalsourceid><addsrcrecordid>eNqVjj1OAzEUhC0kpESQJid4XSjW4J_dRaZFIBo6uiiKjP1WPOS1g-1FIlfg0mwQF2Cab4rRzDC2luJaCm1uXJet0LdC-zO2VKLtuRK9WbBVKe9iVt9J1csl-37GagMMGRE8ZXQVhpRHWylFSAN82kxpKlCm11KpThU9HL4y-bRVm0Zu7lSjdzSSt8e0bZuOux2V9DEBxRQo8o7bkSIWsNFDfUPKMEx5NidGd5qxgY6_e5fsfLCh4OqPF-zq8eHl_okf8tyIpe5HKg5DsBHnT3vZG9UKYYzS_4j-APk5XOI</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1692400992</pqid></control><display><type>article</type><title>Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Tber, Z ; Hiebel, M-A ; Allouchi, H ; El Hakmaoui, A ; Akssira, M ; Guillaumet, G ; Berteina-Raboin, S</creator><creatorcontrib>Tber, Z ; Hiebel, M-A ; Allouchi, H ; El Hakmaoui, A ; Akssira, M ; Guillaumet, G ; Berteina-Raboin, S</creatorcontrib><description>Original substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines have been prepared following a Groebke-Blackburn-Bienayme MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the introduction of diverse groups in the 6 and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, a Buchwald-Hartwig cross coupling with a wide range of aryl and hetaryl halides has been successfully reported using our heterocyclic primary amine derivatives.</description><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c5ra03703d</identifier><language>eng</language><subject>Amines ; Aromatic compounds ; Cross coupling ; Derivatives ; Flexibility ; Formations ; Halides ; Scaffolds</subject><ispartof>RSC advances, 2015-04, Vol.5 (44), p.35201-35210</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Tber, Z</creatorcontrib><creatorcontrib>Hiebel, M-A</creatorcontrib><creatorcontrib>Allouchi, H</creatorcontrib><creatorcontrib>El Hakmaoui, A</creatorcontrib><creatorcontrib>Akssira, M</creatorcontrib><creatorcontrib>Guillaumet, G</creatorcontrib><creatorcontrib>Berteina-Raboin, S</creatorcontrib><title>Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization</title><title>RSC advances</title><description>Original substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines have been prepared following a Groebke-Blackburn-Bienayme MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the introduction of diverse groups in the 6 and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, a Buchwald-Hartwig cross coupling with a wide range of aryl and hetaryl halides has been successfully reported using our heterocyclic primary amine derivatives.</description><subject>Amines</subject><subject>Aromatic compounds</subject><subject>Cross coupling</subject><subject>Derivatives</subject><subject>Flexibility</subject><subject>Formations</subject><subject>Halides</subject><subject>Scaffolds</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqVjj1OAzEUhC0kpESQJid4XSjW4J_dRaZFIBo6uiiKjP1WPOS1g-1FIlfg0mwQF2Cab4rRzDC2luJaCm1uXJet0LdC-zO2VKLtuRK9WbBVKe9iVt9J1csl-37GagMMGRE8ZXQVhpRHWylFSAN82kxpKlCm11KpThU9HL4y-bRVm0Zu7lSjdzSSt8e0bZuOux2V9DEBxRQo8o7bkSIWsNFDfUPKMEx5NidGd5qxgY6_e5fsfLCh4OqPF-zq8eHl_okf8tyIpe5HKg5DsBHnT3vZG9UKYYzS_4j-APk5XOI</recordid><startdate>20150401</startdate><enddate>20150401</enddate><creator>Tber, Z</creator><creator>Hiebel, M-A</creator><creator>Allouchi, H</creator><creator>El Hakmaoui, A</creator><creator>Akssira, M</creator><creator>Guillaumet, G</creator><creator>Berteina-Raboin, S</creator><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150401</creationdate><title>Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization</title><author>Tber, Z ; Hiebel, M-A ; Allouchi, H ; El Hakmaoui, A ; Akssira, M ; Guillaumet, G ; Berteina-Raboin, S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-proquest_miscellaneous_16924009923</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Amines</topic><topic>Aromatic compounds</topic><topic>Cross coupling</topic><topic>Derivatives</topic><topic>Flexibility</topic><topic>Formations</topic><topic>Halides</topic><topic>Scaffolds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tber, Z</creatorcontrib><creatorcontrib>Hiebel, M-A</creatorcontrib><creatorcontrib>Allouchi, H</creatorcontrib><creatorcontrib>El Hakmaoui, A</creatorcontrib><creatorcontrib>Akssira, M</creatorcontrib><creatorcontrib>Guillaumet, G</creatorcontrib><creatorcontrib>Berteina-Raboin, S</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tber, Z</au><au>Hiebel, M-A</au><au>Allouchi, H</au><au>El Hakmaoui, A</au><au>Akssira, M</au><au>Guillaumet, G</au><au>Berteina-Raboin, S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization</atitle><jtitle>RSC advances</jtitle><date>2015-04-01</date><risdate>2015</risdate><volume>5</volume><issue>44</issue><spage>35201</spage><epage>35210</epage><pages>35201-35210</pages><eissn>2046-2069</eissn><abstract>Original substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines have been prepared following a Groebke-Blackburn-Bienayme MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the introduction of diverse groups in the 6 and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, a Buchwald-Hartwig cross coupling with a wide range of aryl and hetaryl halides has been successfully reported using our heterocyclic primary amine derivatives.</abstract><doi>10.1039/c5ra03703d</doi></addata></record> |
| fulltext | fulltext |
| identifier | EISSN: 2046-2069 |
| ispartof | RSC advances, 2015-04, Vol.5 (44), p.35201-35210 |
| issn | 2046-2069 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1692400992 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Amines Aromatic compounds Cross coupling Derivatives Flexibility Formations Halides Scaffolds |
| title | Metal free direct formation of various substituted pyrido[2',1':2,3]imidazo[4,5-c]isoqu inolin-5-amines and their further functionalization |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T00%3A00%3A58IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Metal%20free%20direct%20formation%20of%20various%20substituted%20pyrido%5B2',1':2,3%5Dimidazo%5B4,5-c%5Disoqu%20inolin-5-amines%20and%20their%20further%20functionalization&rft.jtitle=RSC%20advances&rft.au=Tber,%20Z&rft.date=2015-04-01&rft.volume=5&rft.issue=44&rft.spage=35201&rft.epage=35210&rft.pages=35201-35210&rft.eissn=2046-2069&rft_id=info:doi/10.1039/c5ra03703d&rft_dat=%3Cproquest%3E1692400992%3C/proquest%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1692400992&rft_id=info:pmid/&rfr_iscdi=true |