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Li, Fang ; Pei, Chao ; Koenigs, Rene M.:
Rhodium-Catalyzed Enamine Homologation of Sulfides with Triazoles as Carbene Precursor.
In: Organic Letters.
Bd. 22
(2020)
.
- S. 6816-6821.
ISSN 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.0c02330
Abstract
We report on Rh(II)-catalyzed enamine homologation reactions of triazoles with cyclopropylmethyl sulfides. This reaction proceeds via Dimroth rearrangement of triazoles followed by rhodium-catalyzed ylide formation. This ylide, however, does not undergo classic rearrangement reactions. Instead, it undergoes a selective, intramolecular alkylation reaction to yield cyclopropylmethyl-substituted enamides. The application of this reaction was evaluated with different triazoles and sulfides, which underline the special reactivity of cyclopropylmethyl sulfides (29 examples, up to 83% yield).
Weitere Angaben
| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 01 Apr 2025 13:48 |
| Letzte Änderung: | 01 Apr 2025 13:48 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93134 |