A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems
A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimida...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2005-12, Vol.15 (24), p.5553-5557 |
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| container_issue | 24 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | SHAABANI, Ahmad RAHMATI, Abbas NADERI, Soheila |
| description | A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100 degrees C. The ionic liquid can be recovered conveniently and reused efficiently. |
| doi_str_mv | 10.1016/j.bmcl.2005.08.101 |
| format | Article |
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During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100 degrees C. The ionic liquid can be recovered conveniently and reused efficiently.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2005.08.101</identifier><identifier>PMID: 16236502</identifier><language>eng</language><publisher>Oxford: Elsevier</publisher><subject>Benzimidazoles - chemical synthesis ; Benzimidazoles - chemistry ; Benzothiazoles ; Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic Compounds - chemical synthesis ; Heterocyclic Compounds - chemistry ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; Models, Molecular ; Molecular Conformation ; Organic chemistry ; Preparations and properties ; Pyrimidines - chemical synthesis ; Pyrimidines - chemistry ; Thiazoles - chemical synthesis ; Thiazoles - chemistry</subject><ispartof>Bioorganic & medicinal chemistry letters, 2005-12, Vol.15 (24), p.5553-5557</ispartof><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c331t-4672ffae4e67ef64a70c662af53fbda41281d24aa03d9d8feb654fb3d2fefb63</citedby><cites>FETCH-LOGICAL-c331t-4672ffae4e67ef64a70c662af53fbda41281d24aa03d9d8feb654fb3d2fefb63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17224677$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16236502$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SHAABANI, Ahmad</creatorcontrib><creatorcontrib>RAHMATI, Abbas</creatorcontrib><creatorcontrib>NADERI, Soheila</creatorcontrib><title>A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100 degrees C. The ionic liquid can be recovered conveniently and reused efficiently.</description><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Benzothiazoles</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic Compounds - chemical synthesis</subject><subject>Heterocyclic Compounds - chemistry</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Pyrimidines - chemical synthesis</subject><subject>Pyrimidines - chemistry</subject><subject>Thiazoles - chemical synthesis</subject><subject>Thiazoles - chemistry</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkM9LHDEYhoNYdGv7D3iQXOyp2ebXZGa9iWgtCD3UQ0FKyGS-uFlmkjHJFsa_3hlc8PTBy_O-8D0InTO6ZpSpH7t1O9h-zSmt1rRZsiO0YlJJIiStjtGKbhQlzUb-PUWfc95RyiSV8gSdMsWFqihfoZdrHOJ_6HEMQMZYcNkmAGLjMM5JKDiBscXHgK_wnymULWSfcXS4JL-FAinayfbeYnlPxin5wXfxiX9npP3XQng1r7GHjJMPzzhPucCQv6BPzvQZvh7uGXq8u328uScPv3_-url-IFYIVohUNXfOgARVg1PS1NQqxY2rhGs7IxlvWMelMVR0m65x0KpKulZ03IFrlThD395nxxRf9pCLHny20PcmQNxnrZpaNoLJGeTvoE0x5wROj_MbJk2aUb141ju9eNaLZ02bJZtLF4f1fTtA91E5iJ2BywNgsjW9SyZYnz-4mvP5w1q8AcE7ibk</recordid><startdate>20051215</startdate><enddate>20051215</enddate><creator>SHAABANI, Ahmad</creator><creator>RAHMATI, Abbas</creator><creator>NADERI, Soheila</creator><general>Elsevier</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>7X8</scope></search><sort><creationdate>20051215</creationdate><title>A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems</title><author>SHAABANI, Ahmad ; RAHMATI, Abbas ; NADERI, Soheila</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c331t-4672ffae4e67ef64a70c662af53fbda41281d24aa03d9d8feb654fb3d2fefb63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - chemistry</topic><topic>Benzothiazoles</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic Compounds - chemical synthesis</topic><topic>Heterocyclic Compounds - chemistry</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Pyrimidines - chemical synthesis</topic><topic>Pyrimidines - chemistry</topic><topic>Thiazoles - chemical synthesis</topic><topic>Thiazoles - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SHAABANI, Ahmad</creatorcontrib><creatorcontrib>RAHMATI, Abbas</creatorcontrib><creatorcontrib>NADERI, Soheila</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>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SHAABANI, Ahmad</au><au>RAHMATI, Abbas</au><au>NADERI, Soheila</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2005-12-15</date><risdate>2005</risdate><volume>15</volume><issue>24</issue><spage>5553</spage><epage>5557</epage><pages>5553-5557</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100 degrees C. The ionic liquid can be recovered conveniently and reused efficiently.</abstract><cop>Oxford</cop><pub>Elsevier</pub><pmid>16236502</pmid><doi>10.1016/j.bmcl.2005.08.101</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2005-12, Vol.15 (24), p.5553-5557 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Benzothiazoles Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Models, Molecular Molecular Conformation Organic chemistry Preparations and properties Pyrimidines - chemical synthesis Pyrimidines - chemistry Thiazoles - chemical synthesis Thiazoles - chemistry |
| title | A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems |
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