Metal-Catalyzed Methods for Organic Synthesis

金属催化有机合成方法

基本信息

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
项目类别：
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

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

展开

项目摘要

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.

项目摘要：实现碳碳形成有效和选择性转化的能力和碳杂原子债券是我们父母赠款中描述的研究的主要目标（GM122483）。我们试图开发新的过渡金属催化方法，这些方法是一般的，用户友好，并对有机合成领域产生重大影响，尤其是在制药研究。我们目前的工作涉及钯催化的CN，CN， C – O和C-F键以及区域和对映选择性的铜催化过程 C – N和CC键的构建。在开发新方法时，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通用性。在平均而言，我们已发表的方法具有> 20个底物，我们详细介绍了AT的孤立产量至少有两个独立的实验，以确保可重复性，化合物被纯化闪存柱色谱。我们正在寻求更新和更换自动化由于我们当前设备的年龄（6岁和9岁），色谱系统和每天依靠系统的研究人员（33位用户）进行净化和隔离化合物。新的自动化系统将提高效率（快2-3倍）比手动色谱法），减少溶液废物（环保），并具有可靠性提高（由于维修，当前的设备已大量停机时间）。这会非常友好我们在开发和优化C –的新方法方面的研究工作 C和C X键形成。