Organic photoredox catalytic amino-heteroarylation of unactivated olefins to access distal amino ketones
Here we describe a metal-free amino-heteroarylation of unactivated olefins via organic photoredox catalysis, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. This protocol demonstrates that the new photocatalyst Cz-NI develope...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2022-02, Vol.58 (17), p.2882-2885 |
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container_title | Chemical communications (Cambridge, England) |
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creator | Zhang, Ji-Hua Xiao, Teng-Fei Ji, Zi-Qin Chen, Han-Nan Yan, Pen-Ji Luo, Yong-Chun Xu, Peng-Fei Xu, Guo-Qiang |
description | Here we describe a metal-free amino-heteroarylation of unactivated olefins
via
organic photoredox catalysis, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. This protocol demonstrates that the new photocatalyst
Cz-NI
developed by our group has an excellent photoredox catalytic performance. Finally, a series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.
A metal-free amino-heteroarylation of unactivated olefins
via
new organic photoredox catalysis was reported, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. A series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process. |
doi_str_mv | 10.1039/d1cc07189k |
format | Article |
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via
organic photoredox catalysis, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. This protocol demonstrates that the new photocatalyst
Cz-NI
developed by our group has an excellent photoredox catalytic performance. Finally, a series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.
A metal-free amino-heteroarylation of unactivated olefins
via
new organic photoredox catalysis was reported, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. A series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d1cc07189k</identifier><identifier>PMID: 35133366</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alkenes ; Catalysis ; Functional groups ; Ketones ; Photoredox catalysis</subject><ispartof>Chemical communications (Cambridge, England), 2022-02, Vol.58 (17), p.2882-2885</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-a6450377918586129c7bcb654176dd6c5a805d34f1e6379d576286ef5cc314523</citedby><cites>FETCH-LOGICAL-c337t-a6450377918586129c7bcb654176dd6c5a805d34f1e6379d576286ef5cc314523</cites><orcidid>0000-0002-5746-758X ; 0000-0002-9683-4581 ; 0000-0002-9567-7297</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35133366$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Ji-Hua</creatorcontrib><creatorcontrib>Xiao, Teng-Fei</creatorcontrib><creatorcontrib>Ji, Zi-Qin</creatorcontrib><creatorcontrib>Chen, Han-Nan</creatorcontrib><creatorcontrib>Yan, Pen-Ji</creatorcontrib><creatorcontrib>Luo, Yong-Chun</creatorcontrib><creatorcontrib>Xu, Peng-Fei</creatorcontrib><creatorcontrib>Xu, Guo-Qiang</creatorcontrib><title>Organic photoredox catalytic amino-heteroarylation of unactivated olefins to access distal amino ketones</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>Here we describe a metal-free amino-heteroarylation of unactivated olefins
via
organic photoredox catalysis, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. This protocol demonstrates that the new photocatalyst
Cz-NI
developed by our group has an excellent photoredox catalytic performance. Finally, a series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.
A metal-free amino-heteroarylation of unactivated olefins
via
new organic photoredox catalysis was reported, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. A series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.</description><subject>Alkenes</subject><subject>Catalysis</subject><subject>Functional groups</subject><subject>Ketones</subject><subject>Photoredox catalysis</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpd0U1PwyAABmBiNE6nF-8aEi_GpAqlfPRo6mdcsosm3hoG1HXrygRq3L-X2TkTuUDg4Q15AeAEoyuMSH6tsVKIY5HPd8ABJixLaCbedtdrmiecZHQADr2foTgwFftgQCgmhDB2AKZj9y7bWsHl1AbrjLZfUMkgm1WIm3JRtzaZmmCclW7VyFDbFtoKdq1Uof6UwWhoG1PVrYfBQqmU8R7q2seE_jacm2Bb44_AXiUbb4438xC83t-9FI_JaPzwVNyMEkUID4lkGUWE8xwLKhhOc8UnasJohjnTmikqBaKaZBU2jPBcU85SwUxFlSI4oykZgos-d-nsR2d8KBe1V6ZpZGts58uUpUzkKKU00vN_dGY718bXRUVSLERKRVSXvVLOeu9MVS5dvYhtlBiV6_7LW1wUP_0_R3y2iewmC6O39LfwCE574Lzanv59IPkGIGCKHQ</recordid><startdate>20220224</startdate><enddate>20220224</enddate><creator>Zhang, Ji-Hua</creator><creator>Xiao, Teng-Fei</creator><creator>Ji, Zi-Qin</creator><creator>Chen, Han-Nan</creator><creator>Yan, Pen-Ji</creator><creator>Luo, Yong-Chun</creator><creator>Xu, Peng-Fei</creator><creator>Xu, Guo-Qiang</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><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/0000-0002-5746-758X</orcidid><orcidid>https://orcid.org/0000-0002-9683-4581</orcidid><orcidid>https://orcid.org/0000-0002-9567-7297</orcidid></search><sort><creationdate>20220224</creationdate><title>Organic photoredox catalytic amino-heteroarylation of unactivated olefins to access distal amino ketones</title><author>Zhang, Ji-Hua ; Xiao, Teng-Fei ; Ji, Zi-Qin ; Chen, Han-Nan ; Yan, Pen-Ji ; Luo, Yong-Chun ; Xu, Peng-Fei ; Xu, Guo-Qiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-a6450377918586129c7bcb654176dd6c5a805d34f1e6379d576286ef5cc314523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Alkenes</topic><topic>Catalysis</topic><topic>Functional groups</topic><topic>Ketones</topic><topic>Photoredox catalysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Ji-Hua</creatorcontrib><creatorcontrib>Xiao, Teng-Fei</creatorcontrib><creatorcontrib>Ji, Zi-Qin</creatorcontrib><creatorcontrib>Chen, Han-Nan</creatorcontrib><creatorcontrib>Yan, Pen-Ji</creatorcontrib><creatorcontrib>Luo, Yong-Chun</creatorcontrib><creatorcontrib>Xu, Peng-Fei</creatorcontrib><creatorcontrib>Xu, Guo-Qiang</creatorcontrib><collection>PubMed</collection><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, Ji-Hua</au><au>Xiao, Teng-Fei</au><au>Ji, Zi-Qin</au><au>Chen, Han-Nan</au><au>Yan, Pen-Ji</au><au>Luo, Yong-Chun</au><au>Xu, Peng-Fei</au><au>Xu, Guo-Qiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Organic photoredox catalytic amino-heteroarylation of unactivated olefins to access distal amino ketones</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2022-02-24</date><risdate>2022</risdate><volume>58</volume><issue>17</issue><spage>2882</spage><epage>2885</epage><pages>2882-2885</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Here we describe a metal-free amino-heteroarylation of unactivated olefins
via
organic photoredox catalysis, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. This protocol demonstrates that the new photocatalyst
Cz-NI
developed by our group has an excellent photoredox catalytic performance. Finally, a series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.
A metal-free amino-heteroarylation of unactivated olefins
via
new organic photoredox catalysis was reported, providing a concise and efficient approach for the rapid synthesis of various δ (β, )-amino ketones under mild conditions. A series of mechanistic experiments and DFT calculations indicate that this transformation undergoes a photoredox catalytic sequential radical addition/functional group migration process.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35133366</pmid><doi>10.1039/d1cc07189k</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-5746-758X</orcidid><orcidid>https://orcid.org/0000-0002-9683-4581</orcidid><orcidid>https://orcid.org/0000-0002-9567-7297</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Alkenes Catalysis Functional groups Ketones Photoredox catalysis |
title | Organic photoredox catalytic amino-heteroarylation of unactivated olefins to access distal amino ketones |
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