One-Pot Cross-Coupling/C–H Functionalization Reactions: Quinoline as a Substrate and Ligand through N–Pd Interaction
Herein, we report a one-pot process that marries mechanistically distinct, traditional cross-coupling reactions with C–H functionalization using the same precatalyst. The reactions proceed in yields of up to 95%, in air, and require no extraneous ligand. The reactions are thought to be facilitated b...
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| Veröffentlicht in: | Journal of organic chemistry 2020-02, Vol.85 (4), p.2585-2596 |
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| container_end_page | 2596 |
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| container_issue | 4 |
| container_start_page | 2585 |
| container_title | Journal of organic chemistry |
| container_volume | 85 |
| creator | Shanahan, Rachel M Hickey, Aobha Bateman, Lorraine M Light, Mark E McGlacken, Gerard P |
| description | Herein, we report a one-pot process that marries mechanistically distinct, traditional cross-coupling reactions with C–H functionalization using the same precatalyst. The reactions proceed in yields of up to 95%, in air, and require no extraneous ligand. The reactions are thought to be facilitated by harnessing the substrate quinoline as an N-ligand, and evidence of the palladium–quinoline interaction is provided by 1H-15N HMBC NMR spectroscopy and X-ray crystallographic structures. Application of the methodology is demonstrated by the quick formation of fluorescent, π-extended frameworks. |
| doi_str_mv | 10.1021/acs.joc.9b03321 |
| format | Article |
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| source | American Chemical Society Journals |
| title | One-Pot Cross-Coupling/C–H Functionalization Reactions: Quinoline as a Substrate and Ligand through N–Pd Interaction |
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