Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives
A series of quinoline and tetrahydroquinoline derivatives were prepared via a one-pot protocol involving intramolecular palladium(0)-catalyzed cyclopropane sp3 C-H bond functionalization and subsequent oxidation or reduction. The reaction conditions demonstrate good tolerance for a wide range of fun...
| Main Authors: | , , |
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| Format: | Journal article |
| Language: | English |
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2012
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| _version_ | 1797066768734224384 |
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| author | Rousseaux, S Liegault, B Fagnou, K |
| author_facet | Rousseaux, S Liegault, B Fagnou, K |
| author_sort | Rousseaux, S |
| collection | OXFORD |
| description | A series of quinoline and tetrahydroquinoline derivatives were prepared via a one-pot protocol involving intramolecular palladium(0)-catalyzed cyclopropane sp3 C-H bond functionalization and subsequent oxidation or reduction. The reaction conditions demonstrate good tolerance for a wide range of functional groups. Evidence suggests that the reaction proceeds through C-H bond cleavage and C-C bond formation to generate a dihydroquinoline intermediate via in situ cyclopropane ring-opening. © 2012 The Royal Society of Chemistry. |
| first_indexed | 2024-03-06T21:46:44Z |
| format | Journal article |
| id | oxford-uuid:49d8e03c-5d90-4b02-9dea-e70edbd2db89 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T21:46:44Z |
| publishDate | 2012 |
| record_format | dspace |
| spelling | oxford-uuid:49d8e03c-5d90-4b02-9dea-e70edbd2db892022-03-26T15:34:12ZPalladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivativesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:49d8e03c-5d90-4b02-9dea-e70edbd2db89EnglishSymplectic Elements at Oxford2012Rousseaux, SLiegault, BFagnou, KA series of quinoline and tetrahydroquinoline derivatives were prepared via a one-pot protocol involving intramolecular palladium(0)-catalyzed cyclopropane sp3 C-H bond functionalization and subsequent oxidation or reduction. The reaction conditions demonstrate good tolerance for a wide range of functional groups. Evidence suggests that the reaction proceeds through C-H bond cleavage and C-C bond formation to generate a dihydroquinoline intermediate via in situ cyclopropane ring-opening. © 2012 The Royal Society of Chemistry. |
| spellingShingle | Rousseaux, S Liegault, B Fagnou, K Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title | Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title_full | Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title_fullStr | Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title_full_unstemmed | Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title_short | Palladium(0)-catalyzed cyclopropane C-H bond functionalization: synthesis of quinoline and tetrahydroquinoline derivatives |
| title_sort | palladium 0 catalyzed cyclopropane c h bond functionalization synthesis of quinoline and tetrahydroquinoline derivatives |
| work_keys_str_mv | AT rousseauxs palladium0catalyzedcyclopropanechbondfunctionalizationsynthesisofquinolineandtetrahydroquinolinederivatives AT liegaultb palladium0catalyzedcyclopropanechbondfunctionalizationsynthesisofquinolineandtetrahydroquinolinederivatives AT fagnouk palladium0catalyzedcyclopropanechbondfunctionalizationsynthesisofquinolineandtetrahydroquinolinederivatives |