Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions
A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels–Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a div...
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Veröffentlicht in: | Tetrahedron letters 2014-04, Vol.55 (14), p.2286-2289 |
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creator | Huntley, Raymond J. Gurram, Mahender Walker, Joel R. Jenkins, David M. Robé, Emmanuel J. Ahmed, Feryan |
description | A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels–Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. |
doi_str_mv | 10.1016/j.tetlet.2014.02.093 |
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By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates.</description><subject>Chloropyridazines</subject><subject>Cycloaddition</subject><subject>Demand</subject><subject>Diels–Alder cycloadditions</subject><subject>Inverse-electron demand cyclizations</subject><subject>Isoindolinones</subject><subject>Phthalimidine</subject><subject>Pyridazines</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kL1OwzAUhS0EEqXwBgwZWRL8l8RZkKryK1VioMyWY98IV65dbLdSN96BN-RJSFVmznKXc47u-RC6JrgimDS3qypDdpArigmvMK1wx07QhIiWlawW5BRNMOa45Jh15-gipRUe1Qg8Qcu3vc8fkGwqwlDYFKw3wVkfPKRiZ1Vh_Q5ighIc6ByDLwyslTfFvQWXfr6-Z85ALPReu6CMsdkGny7R2aBcgqu_O0Xvjw_L-XO5eH16mc8WpWasyyUH6HTLRS-6gdYDpqxWQtQt4yAMrZtOdS0dho424_NGi0YYTnXd98BVO9CeTdHNsXcTw-cWUpZrmzQ4pzyEbZKk5bwRhNV0tPKjVceQUoRBbqJdq7iXBMsDRLmSR4jyAFFiKkeIY-zuGBvHws5ClElb8BqMjSMPaYL9v-AX-2V-8Q</recordid><startdate>20140402</startdate><enddate>20140402</enddate><creator>Huntley, Raymond J.</creator><creator>Gurram, Mahender</creator><creator>Walker, Joel R.</creator><creator>Jenkins, David M.</creator><creator>Robé, Emmanuel J.</creator><creator>Ahmed, Feryan</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20140402</creationdate><title>Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions</title><author>Huntley, Raymond J. ; Gurram, Mahender ; Walker, Joel R. ; Jenkins, David M. ; Robé, Emmanuel J. ; Ahmed, Feryan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-4ee9c748b89f25f0235a885734e8d2569a972ff926040dc868d42c5bbe4a7f2b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Chloropyridazines</topic><topic>Cycloaddition</topic><topic>Demand</topic><topic>Diels–Alder cycloadditions</topic><topic>Inverse-electron demand cyclizations</topic><topic>Isoindolinones</topic><topic>Phthalimidine</topic><topic>Pyridazines</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Huntley, Raymond J.</creatorcontrib><creatorcontrib>Gurram, Mahender</creatorcontrib><creatorcontrib>Walker, Joel R.</creatorcontrib><creatorcontrib>Jenkins, David M.</creatorcontrib><creatorcontrib>Robé, Emmanuel J.</creatorcontrib><creatorcontrib>Ahmed, Feryan</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Huntley, Raymond J.</au><au>Gurram, Mahender</au><au>Walker, Joel R.</au><au>Jenkins, David M.</au><au>Robé, Emmanuel J.</au><au>Ahmed, Feryan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions</atitle><jtitle>Tetrahedron letters</jtitle><date>2014-04-02</date><risdate>2014</risdate><volume>55</volume><issue>14</issue><spage>2286</spage><epage>2289</epage><pages>2286-2289</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels–Alder cycloaddition reactions of substituted pyridazines. 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subjects | Chloropyridazines Cycloaddition Demand Diels–Alder cycloadditions Inverse-electron demand cyclizations Isoindolinones Phthalimidine Pyridazines Synthesis (chemistry) Tetrahedrons |
title | Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions |
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