Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids
It was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized a...
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Beilstein-Institut
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.15.284 |
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doaj-c6e6eb0db4da406ab84ead7cfb0c73472021-04-02T09:46:01ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-12-011512907291310.3762/bjoc.15.2841860-5397-15-284Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquidsLászló Orha0József M. Tukacs1László Kollár2László T. Mika3Department of Chemical and Environmental Process Engineering, Budapest University of Technology and Economics Műegyetem rkp. 3, Budapest, H-1111, HungaryDepartment of Chemical and Environmental Process Engineering, Budapest University of Technology and Economics Műegyetem rkp. 3, Budapest, H-1111, HungaryDepartment of Inorganic Chemistry, University of Pécs and János Szentágothai Research Center and MTA-PTE Research Group for Selective Chemical Syntheses, Ifjúság u. 6.; Pécs, H-7624, HungaryDepartment of Chemical and Environmental Process Engineering, Budapest University of Technology and Economics Műegyetem rkp. 3, Budapest, H-1111, HungaryIt was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72–99%) and purity (>98%). These results represent an example which proves that biomass-derived safer solvents can be utilized efficiently in common, industrially important transformations exhibiting higher chemical and environmental efficiency.https://doi.org/10.3762/bjoc.15.284catalysiscross couplinggreen chemistryionic liquids |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
László Orha József M. Tukacs László Kollár László T. Mika |
| spellingShingle |
László Orha József M. Tukacs László Kollár László T. Mika Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids Beilstein Journal of Organic Chemistry catalysis cross coupling green chemistry ionic liquids |
| author_facet |
László Orha József M. Tukacs László Kollár László T. Mika |
| author_sort |
László Orha |
| title |
Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| title_short |
Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| title_full |
Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| title_fullStr |
Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| title_full_unstemmed |
Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| title_sort |
palladium-catalyzed sonogashira coupling reactions in γ-valerolactone-based ionic liquids |
| publisher |
Beilstein-Institut |
| series |
Beilstein Journal of Organic Chemistry |
| issn |
1860-5397 |
| publishDate |
2019-12-01 |
| description |
It was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72–99%) and purity (>98%). These results represent an example which proves that biomass-derived safer solvents can be utilized efficiently in common, industrially important transformations exhibiting higher chemical and environmental efficiency. |
| topic |
catalysis cross coupling green chemistry ionic liquids |
| url |
https://doi.org/10.3762/bjoc.15.284 |
| work_keys_str_mv |
AT laszloorha palladiumcatalyzedsonogashiracouplingreactionsingvalerolactonebasedionicliquids AT jozsefmtukacs palladiumcatalyzedsonogashiracouplingreactionsingvalerolactonebasedionicliquids AT laszlokollar palladiumcatalyzedsonogashiracouplingreactionsingvalerolactonebasedionicliquids AT laszlotmika palladiumcatalyzedsonogashiracouplingreactionsingvalerolactonebasedionicliquids |
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