Reactivity and Selectivity in Radical Polar Crossover Reactions

自由基极性交叉反应中的反应性和选择性

• 批准号: 1362111
• 负责人: Gregory Friestad
• 金额: $ 42万
• 依托单位: University of Iowa
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2014
• 资助国家: 美国
• 起止时间: 2014-08-01 至 2018-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1362111&HistoricalAwards=false
• 关键词: Reactivity; Selectivity; Radical; Polar; Crossover

In this project funded by the Chemical Synthesis program of the Chemistry Division, Professor Gregory K. Friestad of the University of Iowa is establishing a series of new carbon-carbon bond construction reactions for synthesizing biologically active compounds. This effort involves fundamental reactivity studies in reactions which proceed via both radical and polar reactions, so-called "radical-polar crossover reactions," and their application to prepare complex nitrogen-containing compounds. A broader impact of this work is the application of free radical reactions to many subdisciplines of chemistry. The types of compounds that can be prepared through the new reactions have broader impacts on health sciences research, particularly in drug discovery, thereby improving the well-being of individuals in society. Combining radical and ionic transformations into one operation saves time, energy, and materials, with broader impact upon sustainability of chemical synthesis. The project is also developing more diverse personnel resources, which assists in the economic growth of industries dependent upon science and technology education and training.This project is expanding the versatility of stereoselective radical additions to imino compounds, so that heterocyclic groups may be present in the precursors, producing structures bearing chiral amines in combination with heterocycles. These developments are being used in synthesis of biologically active compounds of importance in medicinal chemistry. Additional studies are developing reactions in which the oxygen- or nitrogen-containing heterocyclic structural units are formed during the new reactions, using combinations of radical and ionic bond constructions in a single operation. Professor Friestad is also developing approaches to increase outreach between the university and neighboring communities with significant populations of minorities, which are traditionally underrepresented in physical sciences with the goal of building science interests and experiences among people of more diverse backgrounds.

在这个由化学部化学合成项目资助的项目中，爱荷华大学的Gregory K. Friestad教授正在建立一系列新的碳-碳键构建反应，用于合成生物活性化合物。这项工作涉及通过自由基和极性反应进行的反应的基本反应性研究，即所谓的“自由基-极性交叉反应”，以及它们在制备复杂含氮化合物中的应用。这项工作的一个更广泛的影响是自由基反应在化学的许多分支学科中的应用。可以通过新反应制备的化合物类型对健康科学研究，特别是在药物发现方面具有更广泛的影响，从而改善社会中个人的福祉。将自由基和离子转化结合到一个操作中可以节省时间、能源和材料，对化学合成的可持续性产生更广泛的影响。该项目还在发展更多样化的人力资源，这有助于依赖科学和技术、教育和培训的工业的经济增长。本项目正在扩大对亚胺化合物的立体选择性自由基添加的多功能性，使杂环基团可能存在于前体中，产生手性胺与杂环结合的结构。这些进展正用于合成药物化学中重要的生物活性化合物。另外的研究正在开发新的反应，在新的反应中形成含氧或含氮的杂环结构单元，在一次操作中使用自由基和离子键结构的组合。弗里斯塔德教授还在开发方法，以增加大学与拥有大量少数民族人口的邻近社区之间的联系，这些少数民族传统上在物理科学领域的代表性不足，其目标是在更多样化背景的人群中建立科学兴趣和经验。