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작성일 : 12-03-26 09:32
3/29(목) 화학과 세미나 공지
 글쓴이 : 응용화학과
조회 : 975  
* 일시 : 2012년 3월 29일 목요일 오후 4시 30분

* 장소 : 공학관 146호

* 연사 : 조은진 교수(한양대 응용화학과)

* 주제 : Transition Metal-Catalyzed Reactions: Trifluoromethylaiton and Alder ene reaction

* 초록 :

The development of methods for the introduction of trifluoromethyl groups onto aromatic rings or alkenyl groups has been of great interest due to the unique physical and biological activities of compounds containing trifluoromethyl groups. We investigated a palladium-catalyzed trifluoromethylation of aryl and heteroaryl chlorides using TESCF3 and KF as a trifluoromethyl source and its activator, respectively. Both electron-deficient and rich substrates including ortho-substituted substrates provided the corresponding trifluoromethylated products in excellent yields. This process exhibits compatibility with a wide range of functional groups. In addition, vinyl triflates and vinyl nonaflates can also be applied in this process to give trifluoromethyl alkenyl compounds.

Another method has been developed for the visible light-induced trifluoromethylation of heterocyclic compounds. A variety of electron-rich heterocycles were transformed into trifluoromethylated products by using CF3I as the trifluoromethyl radical source and Ru(bpy)3Cl2 as the photocatalyst under mild reaction conditions. This operationally simple and eco-friendly process can introduce trifluoromethyl groups without prefunctionalization.

We have realized an unusually high level of regio- and site-selectivity in the Ru-catalyzed Alder ene reactions of 1,3-diynes and 1,3,5-triynes. The synthetic utility of this reaction was demonstrated in the total synthesis of (3R,9R,10R)-panaxytriol by providing enyne substrates as starting materials.

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泥긽湲덉踰 넻빀寃깋