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Pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and amines
The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields.
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Published in: | Molecules (Basel, Switzerland) Switzerland), 2005-01, Vol.10 (1), p.238-243 |
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creator | Luo, Shengj-Jun Ma, Yong-Xiang Liang, Yong-Min |
description | The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields. |
doi_str_mv | 10.3390/10010238 |
format | article |
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Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/10010238</identifier><identifier>PMID: 18007291</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Alcohol ; Alcohols - chemical synthesis ; Alcohols - chemistry ; amides ; Amines - chemical synthesis ; Amines - chemistry ; Carbon - chemistry ; carbonyl insertion ; Catalysis - drug effects ; Cross-coupling ; esters ; Heterocyclic Compounds - chemical synthesis ; Heterocyclic Compounds - chemistry ; hypervalent iodoheterocycle ; Iodine Compounds - chemical synthesis ; Iodine Compounds - chemistry ; Models, Biological ; Palladium ; Palladium - pharmacology</subject><ispartof>Molecules (Basel, Switzerland), 2005-01, Vol.10 (1), p.238-243</ispartof><rights>Copyright MDPI AG 2005</rights><rights>2005 by MDPI (http:www.mdpi.org). 2005</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c464t-6fbff412f33d737059749f1932e7c1ab684fc690f4036708ec5d71c6f85fa0ed3</citedby><cites>FETCH-LOGICAL-c464t-6fbff412f33d737059749f1932e7c1ab684fc690f4036708ec5d71c6f85fa0ed3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/1531108039/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/1531108039?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18007291$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Luo, Shengj-Jun</creatorcontrib><creatorcontrib>Ma, Yong-Xiang</creatorcontrib><creatorcontrib>Liang, Yong-Min</creatorcontrib><title>Pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and amines</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields.</description><subject>Alcohol</subject><subject>Alcohols - chemical synthesis</subject><subject>Alcohols - chemistry</subject><subject>amides</subject><subject>Amines - chemical synthesis</subject><subject>Amines - chemistry</subject><subject>Carbon - chemistry</subject><subject>carbonyl insertion</subject><subject>Catalysis - drug effects</subject><subject>Cross-coupling</subject><subject>esters</subject><subject>Heterocyclic Compounds - chemical synthesis</subject><subject>Heterocyclic Compounds - chemistry</subject><subject>hypervalent iodoheterocycle</subject><subject>Iodine Compounds - chemical synthesis</subject><subject>Iodine Compounds - chemistry</subject><subject>Models, Biological</subject><subject>Palladium</subject><subject>Palladium - pharmacology</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNpdkl2L1TAQhoso7roK_gIJCOJNdaZJk_ZGWBY_Fhb0Qq_DNB-nPeQ0x6Rdqb_eHs9Rd71KmDw8vDOZoniO8IbzFt4iAELFmwfFOYoKSg6ifXjnflY8yXkLUKHA-nFxhg2Aqlo8L8IXWxqaKCw_nWWGUhfHJbBhzC5NQxyZifM-DOOGJUfmUMksekasX_Yu3VJw48SGaGPvJpeiWUxw7Mcw9YyCiX0MmdFoGe2G0eWnxSNPIbtnp_Oi-Pbh_derT-XN54_XV5c3pRFSTKX0nfcCK8-5VVxB3SrRemx55ZRB6mQjvJEteAFcKmicqa1CI31TewJn-UVxffTaSFu9T8OO0qIjDfp3IaaNprW7Naq2qLyzSA3yShDWpLxH3nmsZNPIulpd746u_dztnDVrv4nCPen9l3Ho9SbeaolC1eIgeHUSpPh9dnnSuyEbFwKNLs5ZSyUrqGtYwZf_gds4p3EdlMaaI0IDvF2p10fKpJhzcv5vFAR9WAb9ZxlW9MXd6P_A0-_zX5Nvr-4</recordid><startdate>20050131</startdate><enddate>20050131</enddate><creator>Luo, Shengj-Jun</creator><creator>Ma, Yong-Xiang</creator><creator>Liang, Yong-Min</creator><general>MDPI AG</general><general>MDPI</general><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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20050131</creationdate><title>Pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and amines</title><author>Luo, Shengj-Jun ; Ma, Yong-Xiang ; Liang, Yong-Min</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c464t-6fbff412f33d737059749f1932e7c1ab684fc690f4036708ec5d71c6f85fa0ed3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Alcohol</topic><topic>Alcohols - chemical synthesis</topic><topic>Alcohols - chemistry</topic><topic>amides</topic><topic>Amines - chemical synthesis</topic><topic>Amines - chemistry</topic><topic>Carbon - chemistry</topic><topic>carbonyl insertion</topic><topic>Catalysis - drug effects</topic><topic>Cross-coupling</topic><topic>esters</topic><topic>Heterocyclic Compounds - chemical synthesis</topic><topic>Heterocyclic Compounds - chemistry</topic><topic>hypervalent iodoheterocycle</topic><topic>Iodine Compounds - chemical synthesis</topic><topic>Iodine Compounds - chemistry</topic><topic>Models, Biological</topic><topic>Palladium</topic><topic>Palladium - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Luo, Shengj-Jun</creatorcontrib><creatorcontrib>Ma, Yong-Xiang</creatorcontrib><creatorcontrib>Liang, Yong-Min</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest_Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>PML(ProQuest Medical Library)</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Luo, Shengj-Jun</au><au>Ma, Yong-Xiang</au><au>Liang, Yong-Min</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and amines</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2005-01-31</date><risdate>2005</risdate><volume>10</volume><issue>1</issue><spage>238</spage><epage>243</epage><pages>238-243</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>18007291</pmid><doi>10.3390/10010238</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Alcohol Alcohols - chemical synthesis Alcohols - chemistry amides Amines - chemical synthesis Amines - chemistry Carbon - chemistry carbonyl insertion Catalysis - drug effects Cross-coupling esters Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry hypervalent iodoheterocycle Iodine Compounds - chemical synthesis Iodine Compounds - chemistry Models, Biological Palladium Palladium - pharmacology |
title | Pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and amines |
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