Metal-Catalyzed Methods for Organic Synthesis

金属催化有机合成方法

• 批准号: 9707166
• 负责人: STEPHEN L BUCHWALD
• 金额: $ 5万
• 依托单位: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
• 依托单位国家: 美国
• 财政年份: 2017
• 资助国家: 美国
• 起止时间: 2017-06-01 至 2022-05-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/9707166
• 关键词: 9 year old; Academia; Adverse effects; Age; Biological; Biomedical Research; Carbon; Chemistry; Chromatography; Column Chromatography; Copper; Coupling; Development; Drug Industry; Ensure; Equipment; Goals; Group Processes; Improve Access; Industry; Manuals; Metals; Methods; Organic Synthesis; Palladium; Pharmacologic Substance; Preparation; Process; Protocols documentation; Publishing; Reproducibility; Research; Research Personnel; Solvents; System; Time; Transition Elements; Update; Work; analog; experimental study; improved; parent grant; repaired; user-friendly; wasting

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.

项目概要： 实现有效和选择性转化以形成碳-碳的能力 碳-杂原子键是我们母基金中描述的研究的主要目标 (GM122483)。我们寻求开发新的通用过渡金属催化方法。 用户友好，并对有机合成领域产生重大影响，特别是在 我们目前的工作涉及钯催化的 C-N 交叉偶联， 用于区域选择性和对映选择性的 C-O 和 C-F 键以及铜催化过程 在新方法的开发中，我们尝试探索C-N和C-C键的构建。 不同的底物范围，以了解这些协议的适用性和通用性。 平均而言，我们发布的方法每种都有 >20 个底物，我们详细介绍了 at 的分离产量 至少两次独立实验以确保重现性，并且化合物通过以下方法纯化 我们正在寻求更新和更换我们的自动化色谱柱。 由于我们当前设备的年龄（6 和 9 年）和 每天依赖该系统进行纯化和纯化的研究人员数量（33 位用户） 新的自动化系统将提高效率（速度提高 2-3 倍）。 比手动色谱法），减少溶剂浪费（环境友好），并具有 提高可靠性（当前设备由于维修而有大量停机时间）。 极大地促进了我们在C-新方法的开发和优化方面的研究工作 C 和 C–X 键的形成。