Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives
Preliminary results of sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives to provide quinoline scaffolds are described. The efficiency of NaAuCl 4·2H 2O in the sequential procedure was investigated and compared with different transition metal s...
Gespeichert in:
Veröffentlicht in: | Tetrahedron letters 2011-10, Vol.52 (40), p.5145-5148 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 5148 |
---|---|
container_issue | 40 |
container_start_page | 5145 |
container_title | Tetrahedron letters |
container_volume | 52 |
creator | Alfonsi, Maria Arcadi, Antonio Chiarini, Marco Marinelli, Fabio |
description | Preliminary results of sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives to provide quinoline scaffolds are described. The efficiency of NaAuCl
4·2H
2O in the sequential procedure was investigated and compared with different transition metal salts and Au(I) complexes. Selectivity of the reaction of aniline derivatives with propargylic bromides has also been investigated. |
doi_str_mv | 10.1016/j.tetlet.2011.07.115 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1744681224</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0040403911012536</els_id><sourcerecordid>1744681224</sourcerecordid><originalsourceid>FETCH-LOGICAL-c369t-b7d52408cf70b0f8fbaf1d83802a065f8f9b80abff89d7ce769d739ec6372f3c3</originalsourceid><addsrcrecordid>eNp9UE1v1DAQtRCVWAr_gEMuSFySjuMkdi5IqKIFqVIP0LM1scfFizdZbO-i5dfXq1QcO5cZvXlvPh5jHzg0HPhwtW0y5UC5aYHzBmTDef-KbbiSoha94q_ZBqCDugMxvmFvU9pCiUHBhm1_0J8DzdljqDD8PgXMfpmvHpdga4MZw-kf2Qrn-bB2qkhozkWqFldwH_xMqfrr869qH5c9xsdT8Kaa4rLzlipL0R-L8kjpHbtwGBK9f86X7OHm68_rb_Xd_e336y93tRHDmOtJ2r7tQBknYQKn3ISOWyUUtAhDX4BxUoCTc2q00pAcShIjmUHI1gkjLtmndW65p_yWst75ZCgEnGk5JM1l1w2Kt21XqN1KNXFJKZLT--h3GE-agz5bq7d6tVafrdUgdbG2yD4-b8BkMLiIs_Hpv7btegApeeF9XnlU3j16ijoZT7Mh6yOZrO3iX170BL74lKU</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1744681224</pqid></control><display><type>article</type><title>Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives</title><source>ScienceDirect Journals (5 years ago - present)</source><creator>Alfonsi, Maria ; Arcadi, Antonio ; Chiarini, Marco ; Marinelli, Fabio</creator><creatorcontrib>Alfonsi, Maria ; Arcadi, Antonio ; Chiarini, Marco ; Marinelli, Fabio</creatorcontrib><description>Preliminary results of sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives to provide quinoline scaffolds are described. The efficiency of NaAuCl
4·2H
2O in the sequential procedure was investigated and compared with different transition metal salts and Au(I) complexes. Selectivity of the reaction of aniline derivatives with propargylic bromides has also been investigated.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2011.07.115</identifier><identifier>CODEN: TELEAY</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Alkylation ; Aniline ; Bromides ; Chemical reactions ; Chemistry ; Derivatives ; Exact sciences and technology ; Gold catalysis ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; Intramolecular hydroarylation ; N-Propargylation ; Noncondensed benzenic compounds ; Organic chemistry ; Preparations and properties ; Quinoline ; Quinolines ; Sequential reactions ; Transition metals</subject><ispartof>Tetrahedron letters, 2011-10, Vol.52 (40), p.5145-5148</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c369t-b7d52408cf70b0f8fbaf1d83802a065f8f9b80abff89d7ce769d739ec6372f3c3</citedby><cites>FETCH-LOGICAL-c369t-b7d52408cf70b0f8fbaf1d83802a065f8f9b80abff89d7ce769d739ec6372f3c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2011.07.115$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3549,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24500771$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Alfonsi, Maria</creatorcontrib><creatorcontrib>Arcadi, Antonio</creatorcontrib><creatorcontrib>Chiarini, Marco</creatorcontrib><creatorcontrib>Marinelli, Fabio</creatorcontrib><title>Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives</title><title>Tetrahedron letters</title><description>Preliminary results of sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives to provide quinoline scaffolds are described. The efficiency of NaAuCl
4·2H
2O in the sequential procedure was investigated and compared with different transition metal salts and Au(I) complexes. Selectivity of the reaction of aniline derivatives with propargylic bromides has also been investigated.</description><subject>Alkylation</subject><subject>Aniline</subject><subject>Bromides</subject><subject>Chemical reactions</subject><subject>Chemistry</subject><subject>Derivatives</subject><subject>Exact sciences and technology</subject><subject>Gold catalysis</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Intramolecular hydroarylation</subject><subject>N-Propargylation</subject><subject>Noncondensed benzenic compounds</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Quinoline</subject><subject>Quinolines</subject><subject>Sequential reactions</subject><subject>Transition metals</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9UE1v1DAQtRCVWAr_gEMuSFySjuMkdi5IqKIFqVIP0LM1scfFizdZbO-i5dfXq1QcO5cZvXlvPh5jHzg0HPhwtW0y5UC5aYHzBmTDef-KbbiSoha94q_ZBqCDugMxvmFvU9pCiUHBhm1_0J8DzdljqDD8PgXMfpmvHpdga4MZw-kf2Qrn-bB2qkhozkWqFldwH_xMqfrr869qH5c9xsdT8Kaa4rLzlipL0R-L8kjpHbtwGBK9f86X7OHm68_rb_Xd_e336y93tRHDmOtJ2r7tQBknYQKn3ISOWyUUtAhDX4BxUoCTc2q00pAcShIjmUHI1gkjLtmndW65p_yWst75ZCgEnGk5JM1l1w2Kt21XqN1KNXFJKZLT--h3GE-agz5bq7d6tVafrdUgdbG2yD4-b8BkMLiIs_Hpv7btegApeeF9XnlU3j16ijoZT7Mh6yOZrO3iX170BL74lKU</recordid><startdate>20111005</startdate><enddate>20111005</enddate><creator>Alfonsi, Maria</creator><creator>Arcadi, Antonio</creator><creator>Chiarini, Marco</creator><creator>Marinelli, Fabio</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20111005</creationdate><title>Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives</title><author>Alfonsi, Maria ; Arcadi, Antonio ; Chiarini, Marco ; Marinelli, Fabio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c369t-b7d52408cf70b0f8fbaf1d83802a065f8f9b80abff89d7ce769d739ec6372f3c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Alkylation</topic><topic>Aniline</topic><topic>Bromides</topic><topic>Chemical reactions</topic><topic>Chemistry</topic><topic>Derivatives</topic><topic>Exact sciences and technology</topic><topic>Gold catalysis</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Intramolecular hydroarylation</topic><topic>N-Propargylation</topic><topic>Noncondensed benzenic compounds</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Quinoline</topic><topic>Quinolines</topic><topic>Sequential reactions</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Alfonsi, Maria</creatorcontrib><creatorcontrib>Arcadi, Antonio</creatorcontrib><creatorcontrib>Chiarini, Marco</creatorcontrib><creatorcontrib>Marinelli, Fabio</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Alfonsi, Maria</au><au>Arcadi, Antonio</au><au>Chiarini, Marco</au><au>Marinelli, Fabio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives</atitle><jtitle>Tetrahedron letters</jtitle><date>2011-10-05</date><risdate>2011</risdate><volume>52</volume><issue>40</issue><spage>5145</spage><epage>5148</epage><pages>5145-5148</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>Preliminary results of sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives to provide quinoline scaffolds are described. The efficiency of NaAuCl
4·2H
2O in the sequential procedure was investigated and compared with different transition metal salts and Au(I) complexes. Selectivity of the reaction of aniline derivatives with propargylic bromides has also been investigated.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2011.07.115</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0040-4039 |
ispartof | Tetrahedron letters, 2011-10, Vol.52 (40), p.5145-5148 |
issn | 0040-4039 1873-3581 |
language | eng |
recordid | cdi_proquest_miscellaneous_1744681224 |
source | ScienceDirect Journals (5 years ago - present) |
subjects | Alkylation Aniline Bromides Chemical reactions Chemistry Derivatives Exact sciences and technology Gold catalysis Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Intramolecular hydroarylation N-Propargylation Noncondensed benzenic compounds Organic chemistry Preparations and properties Quinoline Quinolines Sequential reactions Transition metals |
title | Sequential alkylation/gold-catalyzed annulation reactions of anilines with propargylic bromide derivatives |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-09T00%3A06%3A36IST&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=Sequential%20alkylation/gold-catalyzed%20annulation%20reactions%20of%20anilines%20with%20propargylic%20bromide%20derivatives&rft.jtitle=Tetrahedron%20letters&rft.au=Alfonsi,%20Maria&rft.date=2011-10-05&rft.volume=52&rft.issue=40&rft.spage=5145&rft.epage=5148&rft.pages=5145-5148&rft.issn=0040-4039&rft.eissn=1873-3581&rft.coden=TELEAY&rft_id=info:doi/10.1016/j.tetlet.2011.07.115&rft_dat=%3Cproquest_cross%3E1744681224%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=1744681224&rft_id=info:pmid/&rft_els_id=S0040403911012536&rfr_iscdi=true |