Visible light-induced C(sp)-S bond formation
The thiolation of C(sp 3 )-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional gr...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2023-07, Vol.25 (13), p.535-54 |
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| container_issue | 13 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
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| creator | Liu, Gongbo Zheng, Nan Duan, Xuelun Sun, Xinhao Song, Wangze |
| description | The thiolation of C(sp
3
)-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional group tolerance such as cyanos, halogens, or heterocycles and could be further applied to the one-pot preparation of ketones from thioacids by a tandem photocatalytic radical coupling reaction and the Liebeskind-Srogl cross-coupling reaction.
The conversion of unactivated C(sp
3
)-H to C(sp
3
)-S bond was realized through a light-induced radical relay way involving successive SET and HAT process. Ketones could be prepared from thioacids by tandem photocatalytic radical coupling reaction. |
| doi_str_mv | 10.1039/d3gc00835e |
| format | Article |
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3
)-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional group tolerance such as cyanos, halogens, or heterocycles and could be further applied to the one-pot preparation of ketones from thioacids by a tandem photocatalytic radical coupling reaction and the Liebeskind-Srogl cross-coupling reaction.
The conversion of unactivated C(sp
3
)-H to C(sp
3
)-S bond was realized through a light-induced radical relay way involving successive SET and HAT process. Ketones could be prepared from thioacids by tandem photocatalytic radical coupling reaction.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/d3gc00835e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Atom economy ; Chemical reactions ; Cross coupling ; Functional groups ; Green chemistry ; Halogens ; Ketones</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2023-07, Vol.25 (13), p.535-54</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-e2dcba942f4d5372786276d34b6c48e3def566449541e5e74e80bd999eab4ca13</citedby><cites>FETCH-LOGICAL-c281t-e2dcba942f4d5372786276d34b6c48e3def566449541e5e74e80bd999eab4ca13</cites><orcidid>0000-0002-8808-5154 ; 0000-0003-1012-4456</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>Liu, Gongbo</creatorcontrib><creatorcontrib>Zheng, Nan</creatorcontrib><creatorcontrib>Duan, Xuelun</creatorcontrib><creatorcontrib>Sun, Xinhao</creatorcontrib><creatorcontrib>Song, Wangze</creatorcontrib><title>Visible light-induced C(sp)-S bond formation</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>The thiolation of C(sp
3
)-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional group tolerance such as cyanos, halogens, or heterocycles and could be further applied to the one-pot preparation of ketones from thioacids by a tandem photocatalytic radical coupling reaction and the Liebeskind-Srogl cross-coupling reaction.
The conversion of unactivated C(sp
3
)-H to C(sp
3
)-S bond was realized through a light-induced radical relay way involving successive SET and HAT process. Ketones could be prepared from thioacids by tandem photocatalytic radical coupling reaction.</description><subject>Atom economy</subject><subject>Chemical reactions</subject><subject>Cross coupling</subject><subject>Functional groups</subject><subject>Green chemistry</subject><subject>Halogens</subject><subject>Ketones</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpF0M9LwzAUwPEgCs7pxbtQ8KJiNb-aJsdR5xQGHvxxLU3yOjO6pibtwf_ezco8vXf48B58ETon-I5gpu4tWxmMJcvgAE0IFyxVNMeH-13QY3QS4xpjQnLBJ-j2w0WnG0gat_rsU9fawYBNiqvYXaevifatTWofNlXvfHuKjuqqiXD2N6fo_XH-Vjyly5fFczFbpoZK0qdArdGV4rTmNmM5zaWgubCMa2G4BGahzoTgXGWcQAY5B4m1VUpBpbmpCJuiy_FuF_zXALEv134I7fZlSSWjlCqW7dTNqEzwMQaoyy64TRW-S4LLXY3ygS2K3xrzLb4YcYhm7_5rsR-kZFl8</recordid><startdate>20230703</startdate><enddate>20230703</enddate><creator>Liu, Gongbo</creator><creator>Zheng, Nan</creator><creator>Duan, Xuelun</creator><creator>Sun, Xinhao</creator><creator>Song, Wangze</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-8808-5154</orcidid><orcidid>https://orcid.org/0000-0003-1012-4456</orcidid></search><sort><creationdate>20230703</creationdate><title>Visible light-induced C(sp)-S bond formation</title><author>Liu, Gongbo ; Zheng, Nan ; Duan, Xuelun ; Sun, Xinhao ; Song, Wangze</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-e2dcba942f4d5372786276d34b6c48e3def566449541e5e74e80bd999eab4ca13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Atom economy</topic><topic>Chemical reactions</topic><topic>Cross coupling</topic><topic>Functional groups</topic><topic>Green chemistry</topic><topic>Halogens</topic><topic>Ketones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Gongbo</creatorcontrib><creatorcontrib>Zheng, Nan</creatorcontrib><creatorcontrib>Duan, Xuelun</creatorcontrib><creatorcontrib>Sun, Xinhao</creatorcontrib><creatorcontrib>Song, Wangze</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Gongbo</au><au>Zheng, Nan</au><au>Duan, Xuelun</au><au>Sun, Xinhao</au><au>Song, Wangze</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible light-induced C(sp)-S bond formation</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2023-07-03</date><risdate>2023</risdate><volume>25</volume><issue>13</issue><spage>535</spage><epage>54</epage><pages>535-54</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>The thiolation of C(sp
3
)-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional group tolerance such as cyanos, halogens, or heterocycles and could be further applied to the one-pot preparation of ketones from thioacids by a tandem photocatalytic radical coupling reaction and the Liebeskind-Srogl cross-coupling reaction.
The conversion of unactivated C(sp
3
)-H to C(sp
3
)-S bond was realized through a light-induced radical relay way involving successive SET and HAT process. Ketones could be prepared from thioacids by tandem photocatalytic radical coupling reaction.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d3gc00835e</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-8808-5154</orcidid><orcidid>https://orcid.org/0000-0003-1012-4456</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1463-9262 |
| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2023-07, Vol.25 (13), p.535-54 |
| issn | 1463-9262 1463-9270 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D3GC00835E |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Atom economy Chemical reactions Cross coupling Functional groups Green chemistry Halogens Ketones |
| title | Visible light-induced C(sp)-S bond formation |
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