Iodine-mediated electrophilic tandem cyclization of 2-alkynylbenzaldehydes with anthranilic acid leading to 1,2-dihydroisoquinoline-fused benzoxazinones
An efficient iodine-mediated electrophilic tandem cyclization of substituted 2-alkynylbenzaldehydes with anthranilic acids under basic medium leading to iodo-1,2-dihydroisoquinoline-fused benzoxazinones is presented. Success of the protocol for the reaction of substituted 2-alkynylbenzaldehydes with...
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| Veröffentlicht in: | Tetrahedron 2013-11, Vol.69 (46), p.9875-9885 |
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| container_issue | 46 |
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| container_title | Tetrahedron |
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| creator | Dighe, Shashikant U. Batra, Sanjay |
| description | An efficient iodine-mediated electrophilic tandem cyclization of substituted 2-alkynylbenzaldehydes with anthranilic acids under basic medium leading to iodo-1,2-dihydroisoquinoline-fused benzoxazinones is presented. Success of the protocol for the reaction of substituted 2-alkynylbenzaldehydes with 2-aminobenzamides to furnish isoquinoline-fused quinazolinones is also described.
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| doi_str_mv | 10.1016/j.tet.2013.08.086 |
| format | Article |
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[Display omitted]</description><subject>Anthranilic acid</subject><subject>Heterocycle</subject><subject>Iodine</subject><subject>Isoquinoline</subject><subject>Quinazolinones</subject><subject>Tandem</subject><subject>Tetrahedrons</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9Uc1uEzEQthBIhMIDcNsjBzaMf9abVU-oorRSpV7K2fLas8TBsVPbadk8Cqc-S5-sDuGMNNJIo-9nZj5CPlJYUqDyy2ZZsCwZUL6EVS35iiyokKLtBJWvyQJAQCuAwVvyLucNAFDK-IL8uY7WBWy3aJ0uaBv0aEqKu7XzzjRFB4vbxszGu4MuLoYmTs9PrNX-1xxmP2I4aG9xPVvMzaMr60aHsk46_KVr42zjUVeLn02Jz0_0M2utq-gUXY73exeiP9pP-1y9j2rxtz7UacD8nryZtM_44V8_Iz8uv91dXLU3t9-vL77etIZzKK2Qq0ljZ4QZgPOBDh0wJsHyEXAceysHGHHqQMveGjP2kk-sn8yoLR9Mpzk_I59OurtUN8Jc1NZlg97rgHGfFe2FqCIcWIXSE9SkmHPCSe2S2-o0KwrqmIPaqJqDOuagYFVLVs75iYP1hgeHSWXjMJj68FRfrWx0_2G_ALhJl1s</recordid><startdate>20131118</startdate><enddate>20131118</enddate><creator>Dighe, Shashikant U.</creator><creator>Batra, Sanjay</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20131118</creationdate><title>Iodine-mediated electrophilic tandem cyclization of 2-alkynylbenzaldehydes with anthranilic acid leading to 1,2-dihydroisoquinoline-fused benzoxazinones</title><author>Dighe, Shashikant U. ; Batra, Sanjay</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c330t-468fae5c4c9033919502260d3b0ebb7d690bef50a67dccb763f27fcbad39c5a33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Anthranilic acid</topic><topic>Heterocycle</topic><topic>Iodine</topic><topic>Isoquinoline</topic><topic>Quinazolinones</topic><topic>Tandem</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dighe, Shashikant U.</creatorcontrib><creatorcontrib>Batra, Sanjay</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dighe, Shashikant U.</au><au>Batra, Sanjay</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Iodine-mediated electrophilic tandem cyclization of 2-alkynylbenzaldehydes with anthranilic acid leading to 1,2-dihydroisoquinoline-fused benzoxazinones</atitle><jtitle>Tetrahedron</jtitle><date>2013-11-18</date><risdate>2013</risdate><volume>69</volume><issue>46</issue><spage>9875</spage><epage>9885</epage><pages>9875-9885</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><abstract>An efficient iodine-mediated electrophilic tandem cyclization of substituted 2-alkynylbenzaldehydes with anthranilic acids under basic medium leading to iodo-1,2-dihydroisoquinoline-fused benzoxazinones is presented. Success of the protocol for the reaction of substituted 2-alkynylbenzaldehydes with 2-aminobenzamides to furnish isoquinoline-fused quinazolinones is also described.
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| ispartof | Tetrahedron, 2013-11, Vol.69 (46), p.9875-9885 |
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| language | eng |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Anthranilic acid Heterocycle Iodine Isoquinoline Quinazolinones Tandem Tetrahedrons |
| title | Iodine-mediated electrophilic tandem cyclization of 2-alkynylbenzaldehydes with anthranilic acid leading to 1,2-dihydroisoquinoline-fused benzoxazinones |
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