New Cobalt-Catalyzed Cross-Couplings and Electrophilic Aminations using Organozinc Reagents

使用有机锌试剂的新型钴催化交叉偶联和亲电胺化

• 批准号: 415287528
• 负责人: Professor Dr. Paul Knochel
• 金额: --
• 依托单位: Department Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2019
• 资助国家: 德国
• 起止时间: 2018-12-31 至 2021-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/415287528?language=en
• 关键词: New; Cobalt; Catalyzed; Cross; Couplings

The elaboration of new cobalt-catalyzed cross-couplings involving the formation of new carbon-carbon bonds between mainly Csp³-Csp³ centers will be developed using polyfunctional organic halides and organozinc reagents. The performance of diastereoselective and enantioselective cross-couplings will be emphasized. Applications in the synthesis of natural products such as (-)-munduserone will be done to demonstrate the utility of this new methodology. Also, a new cobalt-catalyzed acylation method using organozinc pivalates and 2-pyridyl thioesters will be studied. Finally, a new cobalt-catalyzed electrophilic amination involving the reaction of organozinc pivalates and halides with hydroxylamine benzoates will be developed. In this topic, it will be important to provide convenient and high yielding preparations of hydroxylamine benzoates. Due to the cheap and low toxic nature of cobalt (compared for example to palladium) the cross-coupling reactions and aminations described in this project have practical relevance and should become helpful tools for the synthetic organic community in the academic and industrial world.

将使用多官能有机卤化物和有机锌试剂开发新的钴催化的交叉偶联，包括在主要Csp-Csp中心之间形成新的碳-碳键。将强调非对映选择性和对映选择性交叉偶联的性能。将应用于（-）-蒙杜瑟酮等天然产物的合成，以证明这种新方法的实用性。此外，一个新的钴催化的酰化方法使用有机锌特戊酸酯和2-吡啶硫酯将进行研究。最后，一个新的钴催化的亲电胺化反应涉及的有机锌新戊酸盐和卤化物与羟胺苯甲酸盐的反应将被开发。本课题的重点是提供简便、高产率的苯甲酸羟胺的制备方法。由于钴的廉价和低毒性性质（例如与钯相比），本项目中描述的交叉偶联反应和胺化具有实际意义，应该成为学术界和工业界合成有机社区的有用工具。