A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants
This report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C...
| Main Authors: | , , , , |
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| Formato: | Journal article |
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Royal Society of Chemistry
2019
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| _version_ | 1826278199213948928 |
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| author | Arambasic, M Majhail, M Straker, R Neuhaus, J Willis, M |
| author_facet | Arambasic, M Majhail, M Straker, R Neuhaus, J Willis, M |
| author_sort | Arambasic, M |
| collection | OXFORD |
| description | This report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C–S bond or C–X bond through catalyst choice. The Rh–bisphosphine catalyst has further been shown to be able to effect a hydroacylation-Sonogashira tandem sequence, and in combination with further onward reactions has been used in the synthesis of heterocycles and polycyclic systems. |
| first_indexed | 2024-03-06T23:40:22Z |
| format | Journal article |
| id | oxford-uuid:6f1a0d50-fdd1-4578-90b2-48c1383dba3e |
| institution | University of Oxford |
| last_indexed | 2024-03-06T23:40:22Z |
| publishDate | 2019 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:6f1a0d50-fdd1-4578-90b2-48c1383dba3e2022-03-26T19:28:39ZA rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variantsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6f1a0d50-fdd1-4578-90b2-48c1383dba3eSymplectic Elements at OxfordRoyal Society of Chemistry2019Arambasic, MMajhail, MStraker, RNeuhaus, JWillis, MThis report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C–S bond or C–X bond through catalyst choice. The Rh–bisphosphine catalyst has further been shown to be able to effect a hydroacylation-Sonogashira tandem sequence, and in combination with further onward reactions has been used in the synthesis of heterocycles and polycyclic systems. |
| spellingShingle | Arambasic, M Majhail, M Straker, R Neuhaus, J Willis, M A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title | A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title_full | A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title_fullStr | A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title_full_unstemmed | A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title_short | A rhodium-catalysed Sonogashira-type coupling exploiting C–S functionalisation: orthogonality with palladium-catalysed variants |
| title_sort | rhodium catalysed sonogashira type coupling exploiting c s functionalisation orthogonality with palladium catalysed variants |
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