Rare Earth Metal Trifluoromethanesulfonates Catalyzed Benzyl-Etherification
Rare earth metal trifluoromethanesulfonates [rare earth metal triflate, RE(OTf)3] were found to be efficient catalyst for benzyl-etherification. In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. T...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 2002, Vol.50(3), pp.380-383 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | Kawada, Atsushi Yasuda, Kayo Abe, Hitoshi Harayama, Takashi |
| description | Rare earth metal trifluoromethanesulfonates [rare earth metal triflate, RE(OTf)3] were found to be efficient catalyst for benzyl-etherification. In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. The condensation between benzyl alcohols and thiols also proceeded, and thio ethers were obtained in good yield. In these reactions, RE(OTf)3 could be recovered easily after the reactions were completed and could be reused without loss of activity. |
| doi_str_mv | 10.1248/cpb.50.380 |
| format | Article |
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In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. The condensation between benzyl alcohols and thiols also proceeded, and thio ethers were obtained in good yield. In these reactions, RE(OTf)3 could be recovered easily after the reactions were completed and could be reused without loss of activity.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.50.380</identifier><identifier>PMID: 11911202</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>benzyl alcohol ; benzyl ether ; benzyl-etherification ; Catalysis ; Chemistry ; Ethers - chemistry ; Exact sciences and technology ; Lewis acid ; Mesylates - chemistry ; Metals, Rare Earth - chemistry ; Noncondensed benzenic compounds ; Organic chemistry ; Preparations and properties ; rare earth metal trifluoromethanesulfonate ; recyclable catalyst</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2002, Vol.50(3), pp.380-383</ispartof><rights>2002 The Pharmaceutical Society of Japan</rights><rights>2002 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2002</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c625t-e25609fcea2508d3ea17de249a9aa916591c0a5bb003d05b5d0557be49c7e2cd3</citedby><cites>FETCH-LOGICAL-c625t-e25609fcea2508d3ea17de249a9aa916591c0a5bb003d05b5d0557be49c7e2cd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,27922,27923</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13567393$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11911202$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kawada, Atsushi</creatorcontrib><creatorcontrib>Yasuda, Kayo</creatorcontrib><creatorcontrib>Abe, Hitoshi</creatorcontrib><creatorcontrib>Harayama, Takashi</creatorcontrib><title>Rare Earth Metal Trifluoromethanesulfonates Catalyzed Benzyl-Etherification</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Rare earth metal trifluoromethanesulfonates [rare earth metal triflate, RE(OTf)3] were found to be efficient catalyst for benzyl-etherification. In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. The condensation between benzyl alcohols and thiols also proceeded, and thio ethers were obtained in good yield. In these reactions, RE(OTf)3 could be recovered easily after the reactions were completed and could be reused without loss of activity.</description><subject>benzyl alcohol</subject><subject>benzyl ether</subject><subject>benzyl-etherification</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>Ethers - chemistry</subject><subject>Exact sciences and technology</subject><subject>Lewis acid</subject><subject>Mesylates - chemistry</subject><subject>Metals, Rare Earth - chemistry</subject><subject>Noncondensed benzenic compounds</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>rare earth metal trifluoromethanesulfonate</subject><subject>recyclable catalyst</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpd0U1rGzEQBmBRUhI3zaU_oCyE9lBYZyStVtYppMb9oAmFkp7FrHa2XiPvOpL24Pz6qtjE0MvooIeZ4R3G3nGYc1EtbtyumSuYywW8YjMuK10qIeQZmwGAKYWs5QV7E-MGQCjQ8pxdcG44FyBm7McvDFSsMKR18UAJffEY-s5PYxi3lNY4UJx8Nw6YKBZLzGD_TG3xmYbnvS9XaU2Z9w5TPw5v2esOfaSr43vJfn9ZPS6_lfc_v35f3t2XrhYqlSRUDaZzhHmdRSsJuW5JVAYNouG1MtwBqqYBkC2oRuWidEOVcZqEa-Ul-3jouwvj00Qx2W0fHXmftx2naDVXwmgtMrz-D27GKQx5N8urGmQldL3I6tNBuTDGGKizu9BvMewtB_svYJsDtgpsDjjj98eWU7Ol9kSPiWbw4QgwOvRdwMH18eSkqrU0Mrvbg9vEhH_oBeRL9M7Ty8xDyaNPP2sMlgb5F0XNmeo</recordid><startdate>20020301</startdate><enddate>20020301</enddate><creator>Kawada, Atsushi</creator><creator>Yasuda, Kayo</creator><creator>Abe, Hitoshi</creator><creator>Harayama, Takashi</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>20020301</creationdate><title>Rare Earth Metal Trifluoromethanesulfonates Catalyzed Benzyl-Etherification</title><author>Kawada, Atsushi ; Yasuda, Kayo ; Abe, Hitoshi ; Harayama, Takashi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c625t-e25609fcea2508d3ea17de249a9aa916591c0a5bb003d05b5d0557be49c7e2cd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>benzyl alcohol</topic><topic>benzyl ether</topic><topic>benzyl-etherification</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>Ethers - chemistry</topic><topic>Exact sciences and technology</topic><topic>Lewis acid</topic><topic>Mesylates - chemistry</topic><topic>Metals, Rare Earth - chemistry</topic><topic>Noncondensed benzenic compounds</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>rare earth metal trifluoromethanesulfonate</topic><topic>recyclable catalyst</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kawada, Atsushi</creatorcontrib><creatorcontrib>Yasuda, Kayo</creatorcontrib><creatorcontrib>Abe, Hitoshi</creatorcontrib><creatorcontrib>Harayama, Takashi</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kawada, Atsushi</au><au>Yasuda, Kayo</au><au>Abe, Hitoshi</au><au>Harayama, Takashi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rare Earth Metal Trifluoromethanesulfonates Catalyzed Benzyl-Etherification</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2002-03-01</date><risdate>2002</risdate><volume>50</volume><issue>3</issue><spage>380</spage><epage>383</epage><pages>380-383</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Rare earth metal trifluoromethanesulfonates [rare earth metal triflate, RE(OTf)3] were found to be efficient catalyst for benzyl-etherification. In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. The condensation between benzyl alcohols and thiols also proceeded, and thio ethers were obtained in good yield. In these reactions, RE(OTf)3 could be recovered easily after the reactions were completed and could be reused without loss of activity.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>11911202</pmid><doi>10.1248/cpb.50.380</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | benzyl alcohol benzyl ether benzyl-etherification Catalysis Chemistry Ethers - chemistry Exact sciences and technology Lewis acid Mesylates - chemistry Metals, Rare Earth - chemistry Noncondensed benzenic compounds Organic chemistry Preparations and properties rare earth metal trifluoromethanesulfonate recyclable catalyst |
| title | Rare Earth Metal Trifluoromethanesulfonates Catalyzed Benzyl-Etherification |
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