【作者】 张斌；

【导师】 蒋华江；

【作者基本信息】 浙江工业大学 ， 药物化学， 2013， 硕士

【摘要】 卤代芳烃通过Ullmann反应或Suzuki反应构建C-O、C-S、C-C化合物是一种非常有效的方法。过渡金属催化的Ullmann和Suzuki偶联反应具有反应条件温和,产率较高等优点,是有机合成热门的研究领域之一。毗啶化合物是天然化合物中非常常见的骨架结构,也是药物合成中重要的中间体。二溴毗啶与酚类化合物在CuI/TMEDA的催化下能够简单,高效,选择性的得到各种芳基吡啶醚。二溴吡啶与苯硼酸和苯硼酸频哪醇酯在以醋酸钯为催化剂,四(三苯基)膦为配体的催化体系下能够简单高效,高选择性的得到相应的各种芳基吡啶化合物。多氟苯化合物在药物化学和材料化学中具有广泛的应用。多氟苯与硫酚在乙二醇二甲醚溶剂中能够高效,高选择性的进行亲核取代反应。五氟苯与乙酸苯硫酯化合物在铜的催化下经选择性的C-F键断裂形成相应C-S键。以及该方法产率较高,有较好的化学和区域选择性而且对官能团有很好的兼容性。更多还原

【Abstract】 Constructing C-O, C-S and C-C bonds of halogenated aromatics through Ullmann reaction and Suzuki reaction is a very effective method. Ullmann and Suzuki coupling reaction catalyzed by transition metal has been one of the active fields due to their advantages of mild reaction conditions and high yields.It is well known to all that pyridines are key backbones of drugs and natural products as well as the key intermediates of medicinal engineering.2,x-dihalopyridines reacted with phenols catalyzed by CuI/TMEDA to easily afford2-aryloxypyridines with good to high yields and great regioselectivity.2,x-dihalopyridines reacted with phenylboronic acid or benzeneboronic acid pinacol ester catalyzed by Pd(OAc)2/PPh3to easily afford2-arylpyridines with good to high yields and great regioselectivity.Perfluorobenzene derivatives are very useful and significant compounds in medicine and material science. A nucleophilic aromatic substitution reaction of perfluorobenzene with substituted thiophenols showed good regioselectivity in dimethoxyethane. A practical and straightforward method for regioselective C-S bond formation accomplished by copper-catalyzed regioselective C-F substitution of electron-deficient perfluoroarenes with aryl thiolacetates or benzyl thiolacetate has been developed.更多还原