Palladium-catalyzed synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides
We disclosed an efficient Pd-catalyzed domino reaction for facile synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides. The five-membered C , C -palladacycle obtained through intramolecular C–H activation should act as the key intermediate in both catalytic...
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| Veröffentlicht in: | Organic Chemistry Frontiers 2021-01, Vol.8 (2), p.283-287 |
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| container_issue | 2 |
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| container_title | Organic Chemistry Frontiers |
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| creator | Yang, Fang Sun, Wan Meng, Haifang Chen, Mengjia Chen, Chen Zhu, Bolin |
| description | We disclosed an efficient Pd-catalyzed domino reaction for facile synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides. The five-membered
C
,
C
-palladacycle obtained through intramolecular C–H activation should act as the key intermediate in both catalytic cycles. A variety of functionalized spirooxindoles and [3,4]-fused oxindoles were synthesized in moderate to good yields. |
| doi_str_mv | 10.1039/D0QO01166E |
| format | Article |
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C
,
C
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C
,
C
-palladacycle obtained through intramolecular C–H activation should act as the key intermediate in both catalytic cycles. A variety of functionalized spirooxindoles and [3,4]-fused oxindoles were synthesized in moderate to good yields.</description><subject>Cascade chemical reactions</subject><subject>Chemical synthesis</subject><subject>Chlorides</subject><subject>Crystallography</subject><subject>Organic chemistry</subject><subject>Palladium</subject><issn>2052-4129</issn><issn>2052-4110</issn><issn>2052-4129</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpNkE1Lw0AQhhdRsNRe_AUBb2J09iObzVFqq0KhCnoSCZv9oKmbbN1NwPjrjVSopxl4H95hHoTOMVxjoMXNHTyvAWPOF0doQiAjKcOkOP63n6JZjFsAwCTjkOUTFJ6kc1LXfZMq2Uk3fBudxKHtNibWMfE2ibs6eP9Vt9o7ExPZ6uSNXrH31PZxZA-JDb5JpPswrUk7MxaEMVYyVLLxg0vUxvlQaxPP0ImVLprZ35yi1-XiZf6Qrtb3j_PbVaqIwF3KciOEFiqjFqgAQnJcMa64xbYQnAid4wwDG99QGa84o5hVRuSgNMNUaEOn6GLfuwv-szexK7e-D-14siRMQF6MpsRIXe4pFXyMwdhyF-pGhqHEUP5qLQ9a6Q9RI2o-</recordid><startdate>20210126</startdate><enddate>20210126</enddate><creator>Yang, Fang</creator><creator>Sun, Wan</creator><creator>Meng, Haifang</creator><creator>Chen, Mengjia</creator><creator>Chen, Chen</creator><creator>Zhu, Bolin</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-5388-9611</orcidid><orcidid>https://orcid.org/0000-0002-6846-566X</orcidid></search><sort><creationdate>20210126</creationdate><title>Palladium-catalyzed synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides</title><author>Yang, Fang ; Sun, Wan ; Meng, Haifang ; Chen, Mengjia ; Chen, Chen ; Zhu, Bolin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-47e88d8c53f03802271b46c6f1f98628d715104605c56b64314be870cd4138de3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Cascade chemical reactions</topic><topic>Chemical synthesis</topic><topic>Chlorides</topic><topic>Crystallography</topic><topic>Organic chemistry</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Fang</creatorcontrib><creatorcontrib>Sun, Wan</creatorcontrib><creatorcontrib>Meng, Haifang</creatorcontrib><creatorcontrib>Chen, Mengjia</creatorcontrib><creatorcontrib>Chen, Chen</creatorcontrib><creatorcontrib>Zhu, Bolin</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic Chemistry Frontiers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Fang</au><au>Sun, Wan</au><au>Meng, Haifang</au><au>Chen, Mengjia</au><au>Chen, Chen</au><au>Zhu, Bolin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-catalyzed synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides</atitle><jtitle>Organic Chemistry Frontiers</jtitle><date>2021-01-26</date><risdate>2021</risdate><volume>8</volume><issue>2</issue><spage>283</spage><epage>287</epage><pages>283-287</pages><issn>2052-4129</issn><issn>2052-4110</issn><eissn>2052-4129</eissn><eissn>2052-4110</eissn><abstract>We disclosed an efficient Pd-catalyzed domino reaction for facile synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides. The five-membered
C
,
C
-palladacycle obtained through intramolecular C–H activation should act as the key intermediate in both catalytic cycles. A variety of functionalized spirooxindoles and [3,4]-fused oxindoles were synthesized in moderate to good yields.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D0QO01166E</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-5388-9611</orcidid><orcidid>https://orcid.org/0000-0002-6846-566X</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2052-4129 |
| ispartof | Organic Chemistry Frontiers, 2021-01, Vol.8 (2), p.283-287 |
| issn | 2052-4129 2052-4110 2052-4129 2052-4110 |
| language | eng |
| recordid | cdi_proquest_journals_2480791668 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Cascade chemical reactions Chemical synthesis Chlorides Crystallography Organic chemistry Palladium |
| title | Palladium-catalyzed synthesis of spirooxindoles and [3,4]-fused oxindoles from alkene-tethered carbamoyl chlorides |
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