Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles
We demonstrate how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalysed C–C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a commercial salt and ligand combination, is us...
| Auteurs principaux: | , |
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| Format: | Journal article |
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Royal Society of Chemistry
2016
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| _version_ | 1826302727983988736 |
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| author | Niu, J Willis, M |
| author_facet | Niu, J Willis, M |
| author_sort | Niu, J |
| collection | OXFORD |
| description | We demonstrate how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalysed C–C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a commercial salt and ligand combination, is used to promote both an initial alkene or alkyne hydroacylation reaction, and then a Suzuki-type cross-coupling, resulting in a three-component assembly of the targeted heterocycles. Substrates based on N-, O- and S-heterocycles are included, as are a range of alkenes, alkynes and boronic acid derivatives. |
| first_indexed | 2024-03-07T05:51:57Z |
| format | Journal article |
| id | oxford-uuid:e932a94e-024d-4f33-b715-9603fafc5b6b |
| institution | University of Oxford |
| last_indexed | 2024-03-07T05:51:57Z |
| publishDate | 2016 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:e932a94e-024d-4f33-b715-9603fafc5b6b2022-03-27T10:52:29ZHeterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocyclesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e932a94e-024d-4f33-b715-9603fafc5b6bSymplectic Elements at OxfordRoyal Society of Chemistry2016Niu, JWillis, MWe demonstrate how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalysed C–C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a commercial salt and ligand combination, is used to promote both an initial alkene or alkyne hydroacylation reaction, and then a Suzuki-type cross-coupling, resulting in a three-component assembly of the targeted heterocycles. Substrates based on N-, O- and S-heterocycles are included, as are a range of alkenes, alkynes and boronic acid derivatives. |
| spellingShingle | Niu, J Willis, M Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title | Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title_full | Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title_fullStr | Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title_full_unstemmed | Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title_short | Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| title_sort | heterocycle derived β s enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles |
| work_keys_str_mv | AT niuj heterocyclederivedbsenalsasbifunctionallinchpinsforthecatalyticsynthesisofsaturatedheterocycles AT willism heterocyclederivedbsenalsasbifunctionallinchpinsforthecatalyticsynthesisofsaturatedheterocycles |