Multivariate Optimization and Mechanistic Considerations of the Amine Induced Ring-Opening Reaction of 2-Alkyl-3-bromo-5-methylthiophene-1,1-dioxides
Forskningsoutput: Tidskriftsbidrag › Artikel i vetenskaplig tidskrift
In the optimization of the ring-opening reaction of thiophene-1,1-dioxides, 3-bromo-2,5-dimethylthiophene-1,1-dioxide (1) and 2-(2-hydroxyethyl)piperidine (7) were chosen as model reagents. Solvent, temperature, molar ratio between amine and dioxide and the amount of solvent were variables included in the optimization. A central composite design was chosen for the investigation and a canonical analysis of the response sur face was performed. When reacting 3-bromo-2-isopropyl-5-trideuteriomethylthiophene-1,1-dioxide (23) with 7 a primary kinetic isotope effect, diminished by internal return, was found for the initial proton abstractions as well as an intramolecular deuterium transfer in the tautomerization of 23.
Ämnesklassifikation (UKÄ) – OBLIGATORISK
|Status||Published - 1998|
|Peer review utförd||Ja|
On the Ring-Opening Reaction of Thiophene-1,1-dioxides and the Intramolecular Diels-Alder Reaction of Azanona- and AzadecatrienesIAnders Sebastian Tsirk, 1997, 179 s.
Forskningsoutput: Avhandling › Doktorsavhandling (sammanläggning)