Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines
We have developed a new oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct C(sp 3 )-C(sp 2 ) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and e...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2020-11, Vol.56 (9), p.1455-1458 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Zhang, Dong Tang, Zi-Liang Ouyang, Xuan-Hui Song, Ren-Jie Li, Jin-Heng |
| description | We have developed a new oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct C(sp
3
)-C(sp
2
) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and excellent functional group tolerance. This method has significant potential for application by using inexpensive and stable cinnamic acids instead of alkenyl halides and nitro-olefins.
An oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct internal alkenes under copper catalyst and dicumyl peroxide (DCP) with excellent stereoselectivity. |
| doi_str_mv | 10.1039/d0cc06401g |
| format | Article |
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3
)-C(sp
2
) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and excellent functional group tolerance. This method has significant potential for application by using inexpensive and stable cinnamic acids instead of alkenyl halides and nitro-olefins.
An oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct internal alkenes under copper catalyst and dicumyl peroxide (DCP) with excellent stereoselectivity.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d0cc06401g</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Alkenes ; Alkylation ; Cinnamic acid ; Copper ; Decarboxylation ; Dicumyl peroxide ; Functional groups ; Halides ; Substrates</subject><ispartof>Chemical communications (Cambridge, England), 2020-11, Vol.56 (9), p.1455-1458</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c314t-2a5f86a7b25d961b52c72ac145a12a0b656a7f82e5033d02ca0a3cfaa358cb743</citedby><cites>FETCH-LOGICAL-c314t-2a5f86a7b25d961b52c72ac145a12a0b656a7f82e5033d02ca0a3cfaa358cb743</cites><orcidid>0000-0001-7215-7152</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Zhang, Dong</creatorcontrib><creatorcontrib>Tang, Zi-Liang</creatorcontrib><creatorcontrib>Ouyang, Xuan-Hui</creatorcontrib><creatorcontrib>Song, Ren-Jie</creatorcontrib><creatorcontrib>Li, Jin-Heng</creatorcontrib><title>Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines</title><title>Chemical communications (Cambridge, England)</title><description>We have developed a new oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct C(sp
3
)-C(sp
2
) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and excellent functional group tolerance. This method has significant potential for application by using inexpensive and stable cinnamic acids instead of alkenyl halides and nitro-olefins.
An oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct internal alkenes under copper catalyst and dicumyl peroxide (DCP) with excellent stereoselectivity.</description><subject>Alkenes</subject><subject>Alkylation</subject><subject>Cinnamic acid</subject><subject>Copper</subject><subject>Decarboxylation</subject><subject>Dicumyl peroxide</subject><subject>Functional groups</subject><subject>Halides</subject><subject>Substrates</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpd0d1LwzAQAPAiCs7pi-9CwRcRo_ls00epOoWBLwq-lWuSusyuqUmnq3-93SYK5uXuuB_HcYmiY4IvCWbZlcZK4YRj8roTjQhLOBJcvuyuc5GhlHGxHx2EMMfDI0KOIpu7tjUeKeig7r-Mjt3Kaujsh4m1UeBLt-rrbQ312yZ1TeyqWNmmgYVVMSirQ_xpu1nM0cYgcsGRtrNee9f23mrbmHAY7VVQB3P0E8fR893tU36Ppo-Th_x6ihQjvEMURCUTSEsqdJaQUlCVUlCECyAUcJmIoVlJagRmTGOqAANTFQATUpUpZ-PobDu39e59aUJXLGxQpq6hMW4ZCsoF5zhlLBno6T86d0vfDNutVZZQKWU2qPOtUt6F4E1VtN4uwPcFwcX66sUNzvPN1ScDPtliH9Sv-_sV9g2Z0H9O</recordid><startdate>20201112</startdate><enddate>20201112</enddate><creator>Zhang, Dong</creator><creator>Tang, Zi-Liang</creator><creator>Ouyang, Xuan-Hui</creator><creator>Song, Ren-Jie</creator><creator>Li, Jin-Heng</creator><general>Royal Society of Chemistry</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><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7215-7152</orcidid></search><sort><creationdate>20201112</creationdate><title>Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines</title><author>Zhang, Dong ; Tang, Zi-Liang ; Ouyang, Xuan-Hui ; Song, Ren-Jie ; Li, Jin-Heng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c314t-2a5f86a7b25d961b52c72ac145a12a0b656a7f82e5033d02ca0a3cfaa358cb743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alkenes</topic><topic>Alkylation</topic><topic>Cinnamic acid</topic><topic>Copper</topic><topic>Decarboxylation</topic><topic>Dicumyl peroxide</topic><topic>Functional groups</topic><topic>Halides</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Dong</creatorcontrib><creatorcontrib>Tang, Zi-Liang</creatorcontrib><creatorcontrib>Ouyang, Xuan-Hui</creatorcontrib><creatorcontrib>Song, Ren-Jie</creatorcontrib><creatorcontrib>Li, Jin-Heng</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><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Dong</au><au>Tang, Zi-Liang</au><au>Ouyang, Xuan-Hui</au><au>Song, Ren-Jie</au><au>Li, Jin-Heng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2020-11-12</date><risdate>2020</risdate><volume>56</volume><issue>9</issue><spage>1455</spage><epage>1458</epage><pages>1455-1458</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>We have developed a new oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct C(sp
3
)-C(sp
2
) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and excellent functional group tolerance. This method has significant potential for application by using inexpensive and stable cinnamic acids instead of alkenyl halides and nitro-olefins.
An oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct internal alkenes under copper catalyst and dicumyl peroxide (DCP) with excellent stereoselectivity.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0cc06401g</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-7215-7152</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2020-11, Vol.56 (9), p.1455-1458 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D0CC06401G |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkenes Alkylation Cinnamic acid Copper Decarboxylation Dicumyl peroxide Functional groups Halides Substrates |
| title | Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines |
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