Pd-catalyzed heteroannulation of isoxazoles: Convergent synthesis of isoxazolo[5,4-c]quinolines
[Display omitted] Variously substituted isoxazolo[5,4-c]quinolines can be easily prepared in high yields by Pd-catalyzed heteroannulation of 5-carbonyl-4-haloisoxazoles with 2-aminophenylboronic acid derivatives. 4-Unsubstituted isoxazolo[5,4-c]quinolines can be readily modified at C4 via a chlorina...
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Veröffentlicht in: | Tetrahedron letters 2023-01, Vol.114, p.154270, Article 154270 |
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creator | Galenko, Ekaterina E. Zanakhov, Timur O. Novikov, Mikhail S. Khlebnikov, Alexander F. |
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Variously substituted isoxazolo[5,4-c]quinolines can be easily prepared in high yields by Pd-catalyzed heteroannulation of 5-carbonyl-4-haloisoxazoles with 2-aminophenylboronic acid derivatives. 4-Unsubstituted isoxazolo[5,4-c]quinolines can be readily modified at C4 via a chlorination/substitution sequence. |
doi_str_mv | 10.1016/j.tetlet.2022.154270 |
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Variously substituted isoxazolo[5,4-c]quinolines can be easily prepared in high yields by Pd-catalyzed heteroannulation of 5-carbonyl-4-haloisoxazoles with 2-aminophenylboronic acid derivatives. 4-Unsubstituted isoxazolo[5,4-c]quinolines can be readily modified at C4 via a chlorination/substitution sequence.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2022.154270</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>2-Aminophenylboronic acid ; acids ; chlorination ; Cross-coupling ; Heteroannulation ; Isoxazoles Isoxazolo[5,4-c]quinolines ; Pd-catalyzed ; quinolines</subject><ispartof>Tetrahedron letters, 2023-01, Vol.114, p.154270, Article 154270</ispartof><rights>2022 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c339t-24be59656caf25b145cb544e741b603b7826a8f16cdd61d86138ce3ec7cf48a63</citedby><cites>FETCH-LOGICAL-c339t-24be59656caf25b145cb544e741b603b7826a8f16cdd61d86138ce3ec7cf48a63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0040403922007626$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids></links><search><creatorcontrib>Galenko, Ekaterina E.</creatorcontrib><creatorcontrib>Zanakhov, Timur O.</creatorcontrib><creatorcontrib>Novikov, Mikhail S.</creatorcontrib><creatorcontrib>Khlebnikov, Alexander F.</creatorcontrib><title>Pd-catalyzed heteroannulation of isoxazoles: Convergent synthesis of isoxazolo[5,4-c]quinolines</title><title>Tetrahedron letters</title><description>[Display omitted]
Variously substituted isoxazolo[5,4-c]quinolines can be easily prepared in high yields by Pd-catalyzed heteroannulation of 5-carbonyl-4-haloisoxazoles with 2-aminophenylboronic acid derivatives. 4-Unsubstituted isoxazolo[5,4-c]quinolines can be readily modified at C4 via a chlorination/substitution sequence.</description><subject>2-Aminophenylboronic acid</subject><subject>acids</subject><subject>chlorination</subject><subject>Cross-coupling</subject><subject>Heteroannulation</subject><subject>Isoxazoles Isoxazolo[5,4-c]quinolines</subject><subject>Pd-catalyzed</subject><subject>quinolines</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kDtPwzAUhS0EEqXwDxgyMpBix484DEio4iVVggEmhCzHuaGuUrvYbkX760kVBibucpbvHOl-CJ0TPCGYiKvFJEHqIE0KXBQTwllR4gM0IrKkOeWSHKIRxgznDNPqGJ3EuMD9CYlHSL00udFJd9sdNNkcEgSvnVt3OlnvMt9mNvpvvfMdxOts6t0Gwie4lMWtS3OINv5l_Du_ZLn5-Fpb5zvrIJ6io1Z3Ec5-c4ze7u9ep4_57PnhaXo7yw2lVcoLVgOvBBdGtwWvCeOm5oxByUgtMK1LWQgtWyJM0wjSSEGoNEDBlKZlUgs6RhfD7ir4rzXEpJY2Gug67cCvo6KEU8lxJUmPsgE1wccYoFWrYJc6bBXBau9TLdTgU-19qsFnX7sZatC_sbEQVDQWnIHGBjBJNd7-P_ADqKmCNw</recordid><startdate>20230112</startdate><enddate>20230112</enddate><creator>Galenko, Ekaterina E.</creator><creator>Zanakhov, Timur O.</creator><creator>Novikov, Mikhail S.</creator><creator>Khlebnikov, Alexander F.</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7S9</scope><scope>L.6</scope></search><sort><creationdate>20230112</creationdate><title>Pd-catalyzed heteroannulation of isoxazoles: Convergent synthesis of isoxazolo[5,4-c]quinolines</title><author>Galenko, Ekaterina E. ; Zanakhov, Timur O. ; Novikov, Mikhail S. ; Khlebnikov, Alexander F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-24be59656caf25b145cb544e741b603b7826a8f16cdd61d86138ce3ec7cf48a63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>2-Aminophenylboronic acid</topic><topic>acids</topic><topic>chlorination</topic><topic>Cross-coupling</topic><topic>Heteroannulation</topic><topic>Isoxazoles Isoxazolo[5,4-c]quinolines</topic><topic>Pd-catalyzed</topic><topic>quinolines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Galenko, Ekaterina E.</creatorcontrib><creatorcontrib>Zanakhov, Timur O.</creatorcontrib><creatorcontrib>Novikov, Mikhail S.</creatorcontrib><creatorcontrib>Khlebnikov, Alexander F.</creatorcontrib><collection>CrossRef</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Galenko, Ekaterina E.</au><au>Zanakhov, Timur O.</au><au>Novikov, Mikhail S.</au><au>Khlebnikov, Alexander F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pd-catalyzed heteroannulation of isoxazoles: Convergent synthesis of isoxazolo[5,4-c]quinolines</atitle><jtitle>Tetrahedron letters</jtitle><date>2023-01-12</date><risdate>2023</risdate><volume>114</volume><spage>154270</spage><pages>154270-</pages><artnum>154270</artnum><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
Variously substituted isoxazolo[5,4-c]quinolines can be easily prepared in high yields by Pd-catalyzed heteroannulation of 5-carbonyl-4-haloisoxazoles with 2-aminophenylboronic acid derivatives. 4-Unsubstituted isoxazolo[5,4-c]quinolines can be readily modified at C4 via a chlorination/substitution sequence.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2022.154270</doi></addata></record> |
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subjects | 2-Aminophenylboronic acid acids chlorination Cross-coupling Heteroannulation Isoxazoles Isoxazolo[5,4-c]quinolines Pd-catalyzed quinolines |
title | Pd-catalyzed heteroannulation of isoxazoles: Convergent synthesis of isoxazolo[5,4-c]quinolines |
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