项目名称: 过渡金属催化腈参与的偶联反应
项目编号: No.21202109
项目类型: 青年科学基金项目
立项/批准年度: 2013
项目学科: 有机化学
项目作者: 向仕凯
作者单位: 四川师范大学
项目金额: 25万元
中文摘要: C-N键的形成在有机合成、药物合成中占有重要的地位。发展一些高效的C-N键形成方法倍受有机化学研究者的关注。在众多C-N键形成方法中,以腈为亲核试剂的里特反应是合成酰胺的一种有效途径。几十年来,以醇、醇衍生物和烯烃为烷基化试剂的里特反应得到了广泛研究,然而这些反应只能用于合成N-烷基酰胺,对于N-芳基酰胺的合成,里特反应显得束手无策。针对里特反应的不足,本项目结合过渡金属催化的偶联反应和腈参与的里特反应原理,致力于发展一些过渡金属催化腈参与的偶联反应来合成N-芳基酰胺。这些反应主要包括以下内容:(1)芳基卤代物和腈的偶联反应;(2)芳基金属试剂和腈的偶联反应;(3)芳基羧酸和腈的偶联反应;(4)未活化芳烃和腈的偶联反应。过渡金属催化腈参与的偶联反应的实现不仅可以推动里特反应发展,也会促进偶联反应进步,还将为C-N键的形成、N-芳基酰胺的合成提供一条全新的途径。
中文关键词: 偶联反应;催化;腈;过渡金属;
英文摘要: C-N bond formation has an important position in organic synthesis, drug synthesis.Development of some efficient methodologies for C-N bond formation has aroused great interest of organic chemistry researchers. Of numerous methods of C-N bond formation, Ritter reaction using nttriles as the nucleophiles is an effective approach for the synthesis of amides. For decades, the Ritter reactions using alcohols, alcohol derivatives and olefins as the alkylating reagents have been extensively investigated. However, these reactions can only be used for the synthesis of N-alkyl amides. It is very regrettable that N-aryl amides are hardly synthesized by traditional Ritter reaction. In this case, the project hopes to develop some transition metal-catalyzed coupling reactions of nitriles to synthesize N-aryl amides. These reactions are listed in following items: (1) Coupling reactions of aryl halides with nitriles; (2) Coupling reactions of aryl organometallic reagents with nitriles; (3) Coupling reactions of aryl carboxylic acids with nitriles; (4) Coupling reactions of unactivated arenes with nitriles. Transition metal-catalyzed coupling reactions of nitriles not only can push ahead the development of the Ritter reaction, but also promote the progress of the coupling reaction, and will provide a novel approach for the C-N
英文关键词: Coupling reaction;Catalysis;Nitriles;transition metal;