Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks
The development of novel synthetic methodologies to incorporate fluorine/s or fluoroalkyl group/s into the frameworks of organic molecules has become a highly prioritized research area because such modifications can tune their physiochemical and biological properties. In recent years, nucleophilic p...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2023-08, Vol.365 (15), p.2487-2510 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Li, Yi‐Chao Wang, Yu‐Hao Jyoti Kalita, Subarna Huang, Yi‐Yong |
| description | The development of novel synthetic methodologies to incorporate fluorine/s or fluoroalkyl group/s into the frameworks of organic molecules has become a highly prioritized research area because such modifications can tune their physiochemical and biological properties. In recent years, nucleophilic phosphine catalysis has been extensively explored to achieve this goal, and significant progress has been made. This review summarizes the methodological advancements of cycloaddition, addition and coupling reactions employing fluorinated building blocks as electrophilic and/or nucleophilic reaction partners under phosphine catalysis to construct structurally and synthetically valuable organofluorine compounds, with special emphasis on the synthetic strategies, proposed reaction mechanisms and synthetic utilities. |
| doi_str_mv | 10.1002/adsc.202300381 |
| format | Article |
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In recent years, nucleophilic phosphine catalysis has been extensively explored to achieve this goal, and significant progress has been made. This review summarizes the methodological advancements of cycloaddition, addition and coupling reactions employing fluorinated building blocks as electrophilic and/or nucleophilic reaction partners under phosphine catalysis to construct structurally and synthetically valuable organofluorine compounds, with special emphasis on the synthetic strategies, proposed reaction mechanisms and synthetic utilities.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.202300381</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>Addition reaction ; Annulation reaction ; Biological properties ; Catalysis ; Chemical reactions ; Coupling (molecular) ; Cycloaddition ; Fluorination ; Fluorine ; Organic chemistry ; Organofluorine compound ; Organofluorine compounds ; Phosphines ; Physiochemistry ; Reaction mechanisms ; Trivalent phosphine</subject><ispartof>Advanced synthesis & catalysis, 2023-08, Vol.365 (15), p.2487-2510</ispartof><rights>2023 Wiley‐VCH Verlag GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3171-b171f5e95dc27a6d84d0ab4ea2913096f5c7e06f3d2a2bbe41cbc1219b319b0e3</citedby><cites>FETCH-LOGICAL-c3171-b171f5e95dc27a6d84d0ab4ea2913096f5c7e06f3d2a2bbe41cbc1219b319b0e3</cites><orcidid>0000-0001-6209-8304</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.202300381$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.202300381$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Li, Yi‐Chao</creatorcontrib><creatorcontrib>Wang, Yu‐Hao</creatorcontrib><creatorcontrib>Jyoti Kalita, Subarna</creatorcontrib><creatorcontrib>Huang, Yi‐Yong</creatorcontrib><title>Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks</title><title>Advanced synthesis & catalysis</title><description>The development of novel synthetic methodologies to incorporate fluorine/s or fluoroalkyl group/s into the frameworks of organic molecules has become a highly prioritized research area because such modifications can tune their physiochemical and biological properties. 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This review summarizes the methodological advancements of cycloaddition, addition and coupling reactions employing fluorinated building blocks as electrophilic and/or nucleophilic reaction partners under phosphine catalysis to construct structurally and synthetically valuable organofluorine compounds, with special emphasis on the synthetic strategies, proposed reaction mechanisms and synthetic utilities.</description><subject>Addition reaction</subject><subject>Annulation reaction</subject><subject>Biological properties</subject><subject>Catalysis</subject><subject>Chemical reactions</subject><subject>Coupling (molecular)</subject><subject>Cycloaddition</subject><subject>Fluorination</subject><subject>Fluorine</subject><subject>Organic chemistry</subject><subject>Organofluorine compound</subject><subject>Organofluorine compounds</subject><subject>Phosphines</subject><subject>Physiochemistry</subject><subject>Reaction mechanisms</subject><subject>Trivalent phosphine</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFkMtOwzAQRS0EEqWwZR2JdcqM8162gQKiEgjateXYDnUJcbETUFjxCXwjX0KqorJkMQ_N3DsjHUJOEUYIQM-5dGJEgQYAQYp7ZIAxRn6Icba_6yM4JEfOrQAwSZNkQG7nVr_xStWNd780br3Utfr-_Mp5w6vuQ0nvQXHRaFM7b-F0_eRNq9ZYXfOm301aXcnNcFIZ8eyOyUHJK6dOfuuQLKaX8_zan91d3eTjmS8CTNAv-lRGKoukoAmPZRpK4EWoOM0wgCwuI5EoiMtAUk6LQoUoCoEUsyLoA1QwJGfbu2trXlvlGrYyra37l4ymYYo9gyzsVaOtSljjnFUlW1v9wm3HENgGGNsAYztgvSHbGt51pbp_1Gx88Zj_eX8ApU5wlA</recordid><startdate>20230810</startdate><enddate>20230810</enddate><creator>Li, Yi‐Chao</creator><creator>Wang, Yu‐Hao</creator><creator>Jyoti Kalita, Subarna</creator><creator>Huang, Yi‐Yong</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-6209-8304</orcidid></search><sort><creationdate>20230810</creationdate><title>Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks</title><author>Li, Yi‐Chao ; Wang, Yu‐Hao ; Jyoti Kalita, Subarna ; Huang, Yi‐Yong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3171-b171f5e95dc27a6d84d0ab4ea2913096f5c7e06f3d2a2bbe41cbc1219b319b0e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Addition reaction</topic><topic>Annulation reaction</topic><topic>Biological properties</topic><topic>Catalysis</topic><topic>Chemical reactions</topic><topic>Coupling (molecular)</topic><topic>Cycloaddition</topic><topic>Fluorination</topic><topic>Fluorine</topic><topic>Organic chemistry</topic><topic>Organofluorine compound</topic><topic>Organofluorine compounds</topic><topic>Phosphines</topic><topic>Physiochemistry</topic><topic>Reaction mechanisms</topic><topic>Trivalent phosphine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Yi‐Chao</creatorcontrib><creatorcontrib>Wang, Yu‐Hao</creatorcontrib><creatorcontrib>Jyoti Kalita, Subarna</creatorcontrib><creatorcontrib>Huang, Yi‐Yong</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Yi‐Chao</au><au>Wang, Yu‐Hao</au><au>Jyoti Kalita, Subarna</au><au>Huang, Yi‐Yong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2023-08-10</date><risdate>2023</risdate><volume>365</volume><issue>15</issue><spage>2487</spage><epage>2510</epage><pages>2487-2510</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>The development of novel synthetic methodologies to incorporate fluorine/s or fluoroalkyl group/s into the frameworks of organic molecules has become a highly prioritized research area because such modifications can tune their physiochemical and biological properties. In recent years, nucleophilic phosphine catalysis has been extensively explored to achieve this goal, and significant progress has been made. This review summarizes the methodological advancements of cycloaddition, addition and coupling reactions employing fluorinated building blocks as electrophilic and/or nucleophilic reaction partners under phosphine catalysis to construct structurally and synthetically valuable organofluorine compounds, with special emphasis on the synthetic strategies, proposed reaction mechanisms and synthetic utilities.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.202300381</doi><tpages>24</tpages><orcidid>https://orcid.org/0000-0001-6209-8304</orcidid></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Addition reaction Annulation reaction Biological properties Catalysis Chemical reactions Coupling (molecular) Cycloaddition Fluorination Fluorine Organic chemistry Organofluorine compound Organofluorine compounds Phosphines Physiochemistry Reaction mechanisms Trivalent phosphine |
| title | Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks |
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