Author
Trevor V Stanbury
Bio: Trevor V Stanbury is an academic researcher from University of the Witwatersrand. The author has contributed to research in topics: Reformatsky reaction & Enantioselective synthesis. The author has an hindex of 4, co-authored 6 publications receiving 126 citations.
Papers
More filters
TL;DR: In this article, a zinc-mediated reformatsky reaction between diethyl bromomalonate and N -arylpyrrolidine-2-thiones was used to synthesize quinolone antibiotics.
82 citations
TL;DR: In this article, a model for the fundamental structure of aziridinomitosenes has been constructed by using a reformatsky reaction on a thiolactam precursor and Heck cyclisation of 13 to form the indole ring.
27 citations
TL;DR: In this article, a simple synthesis of tricyclic analogues of the quinolone antibiotics bearing a diverse range of substituents on the aromatic ring is described, and the key steps involve the unprecedented Reformatsky reaction between diethyl bromomalonate and N-arylpyrrolidine-2-thiones, followed by cyclisation of the resulting enaminone intermediates in polyphosphoric acid.
18 citations
8 citations
TL;DR: In this article, a zinc-mediated reformatsky reaction between diethyl bromomalonate and N -arylpyrrolidine-2-thiones was used to synthesize quinolone antibiotics.
Abstract: A convenient synthesis of 5-oxo-1,2,3,5-tetrahydropyrrolo[1,2- a ]quinoline-4-carboxylic acids, tricyclic analogues of the quinolone antibiotics, is described. Key steps in the route are a novel zinc-mediated Reformatsky reaction between diethyl bromomalonate and N -arylpyrrolidine-2-thiones 18 , and cyclisation of the resulting diethyl pyrrolidinylidenemalonate intermediates 19 in polyphosphoric acid. The products proved to be devoid of biological activity.
1 citations
Cited by
More filters
415 citations
196 citations
TL;DR: Enaminoketones and enaminonitriles have proven to be versatile building blocks for the synthesis of various heterocycles such as pyridine, pyrimidine and pyrrole derivatives.
165 citations
TL;DR: The enriched SAR paves the way to the further rational development of 4-quinolones with a unique mechanism of action different from that of the currently used drugs to overcome the resistance, well-tolerated and low toxic profiles.
130 citations
TL;DR: A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide.
Abstract: A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.
126 citations