Posters
« Back
Microwave-Promoted Hetero-Diels-Alder Reactions of 2(1H)-Pyrazinones in Ionic Liquid Doped Solvents and on Solid Support
EP20421
Poster Title: Microwave-Promoted Hetero-Diels-Alder Reactions of 2(1H)-Pyrazinones in Ionic Liquid Doped Solvents and on Solid Support
Submitted on 19 Dec 2013
Author(s): Nadya Kaval, Erik Van der Eycken and C. Oliver Kappe
Affiliations: University of Leuven and Karl-Franzens-University Graz
Poster Views: 1,460
View poster »


Poster Information
Abstract: The readily available and broadly functionalized 2-azadiene system of the 2(1H)-pyrazinones easily undergo inter- and intramolecular Diels-Alder reactions with a wide range of dienophiles providing convenient routes to specifically substituted heterocycles.

The reactions in this series are known to be rather sluggish, requiring long reaction times, high temperatures and even sometimes high pressures. Since speed is generally recognized as an important factor in high-throughput synthesis, we have explored potential rate enhancements by controlled single-mode microwave irradiation (Emrys Synthesizer) in the presence of ionic liquids.

The results in solution phase were adapted to polystyrene supports using various acid labile linkers. This offers an efficient methodology for the separation of the resulting pyridines and pyridinones applying the concept of “traceless-linking”.

All steps in the solid-phase sequence were carried out under microwave irradiation. A detailed comparison between the microwave-assisted protocol and the conventional thermal method has been made for each reaction step.
Summary: The readily available and broadly functionalized 2-azadiene system of the 2(1H)-pyrazinones easily undergo inter- and intramolecular Diels-Alder reactions with a wide range of dienophiles providing convenient routes to specifically substituted heterocycles. The reactions in this series are known to be rather sluggish, requiring long reaction times, high temperatures and even sometimes high pressures.Report abuse »
Creative Commons

Related Posters


DOSTARLIMAB : A BREAKTHROUGH IN THE FIELD OF CANCER
sriram Praveen*,G.mohana chari

Moxifloxacin Hydrochloride
Tylor

Tofacitinib Citrate
Tylor

Potential chemopreventive treatments in Fanconi anemia related oral squamous carcinoma
Kimberly A Miller, Beverly R Wuertz, Anna Haynes, David A Potter, and Frank G Ondrey

DRUG DEVELOPMENT AND DISCOVERY (D3)
Honnête Samuel TUYISHIME