$n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex
The Tsuji–Trost reaction of allylic acetates with nucleophiles is optimized using a task-specific ionic liquid (TSIL)-palladium complex in a very efficient manner. Several nucleophiles and allylic systems are studied obtaining very high yields of the corresponding products with total $n$-selectivity...
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| Language: | English |
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Académie des sciences
2022-02-01
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| Series: | Comptes Rendus. Chimie |
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| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.134/ |
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| author | Lledó, David Grindlay, Guillermo Sansano, José M. |
| author_facet | Lledó, David Grindlay, Guillermo Sansano, José M. |
| author_sort | Lledó, David |
| collection | DOAJ |
| description | The Tsuji–Trost reaction of allylic acetates with nucleophiles is optimized using a task-specific ionic liquid (TSIL)-palladium complex in a very efficient manner. Several nucleophiles and allylic systems are studied obtaining very high yields of the corresponding products with total $n$-selectivity. The reaction is surveyed employing inexpensive allylic alcohols and 3-acyloxindole derivatives affording the expected allylated molecules after a deacylative process. The robustness of the catalytic system is assessed. The recovery and recycling of the whole catalytic system with the ionic liquid is also analyzed and the results are compared with previously reported articles in the literature. |
| format | Article |
| id | doaj-art-b6a6b295ac9140ae8b9c15c820909c05 |
| institution | Kabale University |
| issn | 1878-1543 |
| language | English |
| publishDate | 2022-02-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj-art-b6a6b295ac9140ae8b9c15c820909c052025-02-07T13:31:13ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432022-02-0125G1314410.5802/crchim.13410.5802/crchim.134$n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complexLledó, David0Grindlay, Guillermo1https://orcid.org/0000-0001-9840-9784Sansano, José M.2https://orcid.org/0000-0002-5536-2717University of Alicante, Department of Analytical Chemistry, Nutrition and Food Sciences, PO Box 99, 03080 Alicante, SpainUniversity of Alicante, Department of Analytical Chemistry, Nutrition and Food Sciences, PO Box 99, 03080 Alicante, SpainUniversity of Alicante, Department of Organic Chemistry, Centro de Innovación en Química Avanzada (ORFEO-CINQA) and Instituto de Síntesis Orgánica (ISO), PO Box 99, 03080 Alicante, SpainThe Tsuji–Trost reaction of allylic acetates with nucleophiles is optimized using a task-specific ionic liquid (TSIL)-palladium complex in a very efficient manner. Several nucleophiles and allylic systems are studied obtaining very high yields of the corresponding products with total $n$-selectivity. The reaction is surveyed employing inexpensive allylic alcohols and 3-acyloxindole derivatives affording the expected allylated molecules after a deacylative process. The robustness of the catalytic system is assessed. The recovery and recycling of the whole catalytic system with the ionic liquid is also analyzed and the results are compared with previously reported articles in the literature.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.134/Tsuji–TrostCouplingPalladiumTSILDeacetylative allylation |
| spellingShingle | Lledó, David Grindlay, Guillermo Sansano, José M. $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex Comptes Rendus. Chimie Tsuji–Trost Coupling Palladium TSIL Deacetylative allylation |
| title | $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex |
| title_full | $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex |
| title_fullStr | $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex |
| title_full_unstemmed | $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex |
| title_short | $n$-selective Tsuji–Trost allylation promoted by a recyclable TSIL-palladium complex |
| title_sort | n selective tsuji trost allylation promoted by a recyclable tsil palladium complex |
| topic | Tsuji–Trost Coupling Palladium TSIL Deacetylative allylation |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.134/ |
| work_keys_str_mv | AT lledodavid nselectivetsujitrostallylationpromotedbyarecyclabletsilpalladiumcomplex AT grindlayguillermo nselectivetsujitrostallylationpromotedbyarecyclabletsilpalladiumcomplex AT sansanojosem nselectivetsujitrostallylationpromotedbyarecyclabletsilpalladiumcomplex |