Metal-Catalyzed Methods for Organic Synthesis

项目总结： 实现碳-碳形成的有效和选择性转化的能力 碳-杂原子键是我们母公司拨款中描述的研究的主要目标 (GM122483)。我们寻求开发新的过渡金属催化方法，这些方法是通用的， 对用户友好，并对有机合成领域产生重大影响，特别是在 医药研究。我们目前的工作涉及钯催化的C-N交叉偶联， C-O和C-F键与铜催化的区域和对映选择性反应过程 C-N和C-C键的结构。在新方法的开发上，我们尝试探索 不同的底物范围，以了解这些协议的适用性和一般性。在……上面 平均而言，我们发表的方法每个都有&gt；20个底物，我们详细描述了at 至少两次独立实验以确保重现性，并通过以下方法提纯化合物 闪光柱层析。我们正在寻求更新和更换我们的自动 由于我们现有设备的使用年限(6岁和9岁)以及 每天依赖该系统进行净化的研究人员(33名用户)的数量 化合物的分离。新的自动化系统将提高效率(速度快2-3倍 比人工层析)，减少溶剂浪费(环保)，并具有 提高了可靠性(当前设备因维修而长时间停机)。这将会 极大地促进了我们在开发和优化C-C的新方法方面的研究努力 C和C-X键的形成。

Project Summary: The ability to achieve efficient and selective transformations for the formation of carbon-carbon and carbon-heteroatom bonds is the primary goal of the research described in our parent grant (GM122483). We seek to develop new transition metal-catalyzed methods that are general, user-friendly, and have a significant impact on the field of organic synthesis, particularly in pharmaceutical research. Our current work involves palladium-catalyzed cross coupling for C–N, C–O and C–F bonds and copper-catalyzed processes for the regio- and enantioselective construction of C–N and C–C bonds. In the development of new methods, we try to explore diverse substrate scopes to understand the applicability and generality of these protocols. On average, our published methods each have >20 substrates, we detail the isolated yields of at least two independent experiments to ensure reproducibility and the compounds are purified by flash column chromatography. We are seeking to update and replace our automated chromatography system due to the age of our current equipment (6 and 9 years old) and the number of researchers (33 users) that rely on the system on a daily basis for the purification and isolation of compounds. A new automated system would increase efficiency (2-3 times faster than manual chromatography), decrease solvent waste (environmentally friendly), and have improved reliability (current equipment has had extensive downtime due to repairs). This would greatly facilitate our research efforts in the development and optimization of new methods of C– C and C–X bond formations.