Brønsted acid-catalyzed α-halogenation of ynamides from halogenated solvents and pyridine-N-oxides
| Autor: | Seungwoo Kim, Tae-Woong Um, Seunghoon Shin |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Metals and Alloys Halogenation Protonation General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Ion Adduct chemistry.chemical_compound chemistry Pyridine Polymer chemistry Materials Chemistry Ceramics and Composites Halonium ion Organic chemistry Brønsted–Lowry acid–base theory |
| Zdroj: | Chemical Communications. 53:2733-2736 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c6cc10286g |
| Popis: | The keteniminium ions generated from the protonation of ynamides formed reversible adducts with counter anions and pyridine-N-oxides as well as halogenated solvents. Above 80 °C, the halonium ions selectively undergo a rate-limiting attack by pyridine-N-oxides, leading to (E)-haloenamides in good yields. |
| Databáze: | OpenAIRE |
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