An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates
Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effect...
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| Veröffentlicht in: | Organic letters 2006-10, Vol.8 (22), p.5161-5164 |
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| container_issue | 22 |
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| container_title | Organic letters |
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| creator | Cai, Chaoxian Rivera, Nelo R Balsells, Jaume Sidler, Rick R McWilliams, J. Christopher Shultz, C. Scott Sun, Yongkui |
| description | Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effective and works well for both electron-rich and electron-poor aryl arenesulfonates. Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates. |
| doi_str_mv | 10.1021/ol062208g |
| format | Article |
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Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol062208g</identifier><identifier>PMID: 17048868</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Arylsulfonates - chemistry ; Catalysis ; Combinatorial Chemistry Techniques ; Esters ; Hydrocarbons, Fluorinated - chemistry ; Molecular Structure ; Palladium ; Tosyl Compounds - chemistry</subject><ispartof>Organic letters, 2006-10, Vol.8 (22), p.5161-5164</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a348t-baee14e90267feb2008da3618d4c295c14099b4a197cb6dfbc4f4d4b912d38213</citedby><cites>FETCH-LOGICAL-a348t-baee14e90267feb2008da3618d4c295c14099b4a197cb6dfbc4f4d4b912d38213</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol062208g$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol062208g$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27080,27928,27929,56742,56792</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17048868$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cai, Chaoxian</creatorcontrib><creatorcontrib>Rivera, Nelo R</creatorcontrib><creatorcontrib>Balsells, Jaume</creatorcontrib><creatorcontrib>Sidler, Rick R</creatorcontrib><creatorcontrib>McWilliams, J. 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Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates.</description><subject>Arylsulfonates - chemistry</subject><subject>Catalysis</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Esters</subject><subject>Hydrocarbons, Fluorinated - chemistry</subject><subject>Molecular Structure</subject><subject>Palladium</subject><subject>Tosyl Compounds - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkD1PwzAQhi0EoqUw8AdQFgaGwJ3jJvZYVeVDqgQDzJE_UarUrux0CL-eVKnKwnJ3792jV6eXkFuERwSKT6GFklLg32dkinNa5BXM6flpLmFCrlLaAOCwEZdkghUwzks-JeuFz1bONbqxvsuWspNtn7rMhZh9mHzUP9YMl6iC71vZNcFnwWWL2LdDsd6mfeuCl51N1-TCyTbZm2Ofka_n1efyNV-_v7wtF-tcFox3uZLWIrMCaFk5qygAN7IokRumqZhrZCCEYhJFpVVpnNLMMcOUQGoKTrGYkYfRV8eQUrSu3sVmK2NfI9SHROpTIgN7N7K7vdpa80ceIxiA-xGQOtWbsI9-eP0fo19Gd2ec</recordid><startdate>20061026</startdate><enddate>20061026</enddate><creator>Cai, Chaoxian</creator><creator>Rivera, Nelo R</creator><creator>Balsells, Jaume</creator><creator>Sidler, Rick R</creator><creator>McWilliams, J. 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| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2006-10, Vol.8 (22), p.5161-5164 |
| issn | 1523-7060 1523-7052 |
| language | eng |
| recordid | cdi_crossref_primary_10_1021_ol062208g |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Arylsulfonates - chemistry Catalysis Combinatorial Chemistry Techniques Esters Hydrocarbons, Fluorinated - chemistry Molecular Structure Palladium Tosyl Compounds - chemistry |
| title | An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates |
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