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제  목 : Transition-Metal-Catalyzed Coupling Reactions
Decarboxylative Coupling & High Throughput Screening Methods

연  사 : 이선우 교수님(전남대학교)

           

일  시 : 2018년 3월 15일(목) 오후 4시 30분

장  소 : 화학관 2층 세미나실(330226호실)

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Transition-Metal-Catalyzed Coupling Reactions

Decarboxylative Coupling & High Throughput Screening Methods

Sunwoo Lee*

Department of Chemistry, Chonnam National University, Gwangju 61186

Republic of Korea

Transition-metal-catalyzed decarboxylative coupling of alkynoic acids have been studied by our lab for a decade. Since our first report that palladium-catalyzed reactions of aryl halides and propiolic acids afforded the symmetrical and unsymmetrical diaryl alkynes in good yields, a variety of related methodology have been reported by many research groups including us. The development of simple and convenient method for the preparation of aryl alkynoic acids made it easy accessible tool for the introduction of alkynyl group in organic synthesis. Although the decarboxylative coupling of alkynoic acids and Sonogahsira type coupling of terminal alkyne showed similar reactivity in most cases, the unique reactivity of alkynoic acid has been found in the multicomponent reactions including metal-free reactions. Especailly, arylpropiolic acids readily prepared from the coupling reaction of aryl halides and propiolic acid without column chromatography procedure. In this presentation, we would like to discuss some of our recent research progress towards the decarboxylative coupling reactions of alkynoic acids.

The development of efficient reaction conditions often requires many rounds of screening. This can be especially true in the case of metal-catalysed couplings, such as the always-popular palladium-catalyzed cross couplings, where it may be necessary to investigate the metal source, ligand, solvent, reaction temperature and bases as well as other additives. Because of the demand for the fast analysis of reaction leads to synthetic methodology development, we developed colorimetric analysis methods using gold nanoparticles, chemosensor and paper based colorimetric iodide sensor (PBCIS). In this seminar, the recent developed decarboxylative coupling reactions and high throughput screening protocol will be presented.