Rhodium(III)-catalysed, redox-neutral C(sp2)-H alkenylation using pivalimide as a directing group with internal alkynes
[Display omitted] •Regioselective pivalimide directed alkenylation.•Redox-neutral.•Broad scope (30 examples) and yields of up to 90%. In the presence of [RhCp∗Cl2]2, N-pivaloyl anilines react with internal alkynes to give the corresponding 2-alkenylpivalimides under redox neutral conditions through...
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Veröffentlicht in: | Tetrahedron letters 2017, Vol.58 (1), p.1-4 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | [Display omitted]
•Regioselective pivalimide directed alkenylation.•Redox-neutral.•Broad scope (30 examples) and yields of up to 90%.
In the presence of [RhCp∗Cl2]2, N-pivaloyl anilines react with internal alkynes to give the corresponding 2-alkenylpivalimides under redox neutral conditions through C-H activation. This redox neutral hydroarylation, which does not require an external organic acid, unlocks a regioselective synthetic route to 2-alkenyl anilines and is generally applicable to diversely substituted electron rich and electron poor pivalimides. |
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ISSN: | 0040-4039 1359-8562 1873-3581 |
DOI: | 10.1016/j.tetlet.2016.11.039 |