An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues
Abstract A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3...
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Veröffentlicht in: | Synlett 2005-11, Vol.2005 (18), p.2805-2807 |
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creator | Robin, Aélig Julienne, Karine Raimbault, Sophie Meslin, Jean-Claude Deniaud, David |
description | Abstract
A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3A,B, which after further elaboration gave the expected uracil analogues 4A,B-8A,B. |
doi_str_mv | 10.1055/s-2005-917114 |
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A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3A,B, which after further elaboration gave the expected uracil analogues 4A,B-8A,B.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2005-917114</identifier><language>eng</language><publisher>Georg Thieme Verlag</publisher><subject>letter</subject><ispartof>Synlett, 2005-11, Vol.2005 (18), p.2805-2807</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c308t-af7668222b6349b6afbce3edd4f7220c89f618855edc6b0a4962381da8680ff3</citedby><orcidid>0000-0002-0846-1798</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-917114.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2005-917114$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>230,314,780,784,885,3017,3018,27924,27925,54559,54560</link.rule.ids><backlink>$$Uhttps://hal.science/hal-00014722$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Robin, Aélig</creatorcontrib><creatorcontrib>Julienne, Karine</creatorcontrib><creatorcontrib>Raimbault, Sophie</creatorcontrib><creatorcontrib>Meslin, Jean-Claude</creatorcontrib><creatorcontrib>Deniaud, David</creatorcontrib><title>An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3A,B, which after further elaboration gave the expected uracil analogues 4A,B-8A,B.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNp1kE1LxDAYhIMouK4evecqGM1Hm6bHsqyuUBDceg5pmmyzdFtpUmH_vSkVb17eF4ZnBmYAuCf4ieA0ffaIYpyinGSEJBdgRRKWRSnnl2CFc8ZRSklyDW68P2JMEpHjFaiKHm6tddqZPsD9uQ-t8c7DwUKC9lPtgwtTMA38HJV2Hfxw_SFiPpiTh6pvYNUaN8brBlj0qhsOk_G34Mqqzpu7378G1cu22uxQ-f76tilKpBkWASmbcS4opTVnSV5zZWttmGmaxGaUYi1yy4kQaWoazWuskpxTJkijBBfYWrYGD0tsqzr5NbqTGs9yUE7uilLOGp5rxqhvElm0sHocvB-N_TMQLOf1pJfzenJZL_KPCx9aZ05GHodpjPX8P_gPpeRu4w</recordid><startdate>20051103</startdate><enddate>20051103</enddate><creator>Robin, Aélig</creator><creator>Julienne, Karine</creator><creator>Raimbault, Sophie</creator><creator>Meslin, Jean-Claude</creator><creator>Deniaud, David</creator><general>Georg Thieme Verlag</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-0846-1798</orcidid></search><sort><creationdate>20051103</creationdate><title>An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues</title><author>Robin, Aélig ; Julienne, Karine ; Raimbault, Sophie ; Meslin, Jean-Claude ; Deniaud, David</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c308t-af7668222b6349b6afbce3edd4f7220c89f618855edc6b0a4962381da8680ff3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Robin, Aélig</creatorcontrib><creatorcontrib>Julienne, Karine</creatorcontrib><creatorcontrib>Raimbault, Sophie</creatorcontrib><creatorcontrib>Meslin, Jean-Claude</creatorcontrib><creatorcontrib>Deniaud, David</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Robin, Aélig</au><au>Julienne, Karine</au><au>Raimbault, Sophie</au><au>Meslin, Jean-Claude</au><au>Deniaud, David</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2005-11-03</date><risdate>2005</risdate><volume>2005</volume><issue>18</issue><spage>2805</spage><epage>2807</epage><pages>2805-2807</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3A,B, which after further elaboration gave the expected uracil analogues 4A,B-8A,B.</abstract><pub>Georg Thieme Verlag</pub><doi>10.1055/s-2005-917114</doi><tpages>3</tpages><orcidid>https://orcid.org/0000-0002-0846-1798</orcidid></addata></record> |
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title | An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues |
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