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今日化学系列报告 第159讲:Transition-Metal-Catalyzed Radical Fluorine-Containing Functionlization

创建时间:  2016年04月20日 00:00  王越   浏览次数:   

报告题目:Transition-Metal-Catalyzed Radical Fluorine-Containing Functionlization
报告地点:校本部HA楼102室
报告时间: 2016年4月26日上午9:45
报告人:王细胜 教授(中国科技大学)
邀请人:吴小余 教授
报告人简介:
王细胜, 中国科技大学化学与材料科学学院教授,2013入选中科院"百人计划",国家自然科学基金优秀青年基金获得者(2015年)。1995-1999, 吉林大学, 学士; 2000-2005, 中科院上海有机化学研究所, 博士(导师,丁奎岭院士); 2005-2008, 日本京都大学, 博士后(导师,Keji Maruoka教授); 2008-2011, 美国Scripps研究所, 博士后(导师,余金泉教授); 2011-至今, 中国科技大学, 教授, 博导。
    主要研究方向: 1. 过渡金属催化的碳-氟(含氟官能团)键形成反应;2.过渡金属催化的惰性键活化;3.过渡金属或有机小分子催化的含氟有机化合物的不对称合成;4.过渡金属催化的新型反应的探索及在天然产物合成中的应用
报告摘要:
The incorporation of fluorine atom into organic compounds can often drastically enhance the metabolic stability, lipophlicity and bioavailability, as well as increase the binding affinitity and selectivity of parent molecules, and as a result, fluorine-containg compounds have been widely used in pharmacutical and agrochemical products. Considering the fluoroalkyl radicals may generated easily from the corresponding halides via transition-metal-catalysis, we envisioned the fluoroalkylation could be achieved through direct radical capture or further cross coupling. Accordingly, we have developed Ni-catalyzed monofluoromethylation of aryl boronic acids, in which the fluoromethyl reagents with both phenylsulfone and acetate groups were good coupling partners.Furthermore, we have also developed nickel-catalyzed decarboxylativefluoroalkylation of α,β-unsaturated carboxylic acidswith commonly available fluoroalkyl halides. Several bioactive moleculars were fluoroalkylated smoothly with these approaches. Mechanistic investigations indicated that a fluoroalkyl radical was involved in both catalytic cycles.

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