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.

在化学部化学综合计划资助的该项目中，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，以合成生物活性化合物。 这项工作涉及在反应中进行的基本反应性研究，这些反应通过自由基和极性反应，所谓的“自由基跨越反应”进行进行，及其用于制备复杂含氮化合物的应用。 这项工作的更广泛的影响是将自由基反应应用于化学的许多子学科。 可以通过新反应制备的化合物类型对健康科学研究产生了更大的影响，尤其是在药物发现中，从而改善了社会中个人的福祉。 将自由基和离子转化结合到一个操作中可以节省时间，能量和材料，并对化学合成的可持续性更广泛影响。 该项目还正在开发更多样化的人事资源，该项目有助于依赖科学和技术教育和培训的行业的经济增长。该项目正在扩大对伊米诺化合物的立体选择性添加的多功能性，因此可以在前体中存在异质循环基团，从而产生与Heterocycles结合使用的结构。 这些发展用于合成药物化学重要性的生物活性化合物。 其他研究正在发展反应，在新反应期间，使用单个操作中的自由基和离子键构建体的组合，在新反应过程中形成了含氧或含氮的杂环结构单元。 弗里斯达（Friestad）教授还正在开发增加大学与少数民族人群的邻国之间的宣传方法，这些人传统上在物理科学中的代表性不足，其目的是在更多样化的背景中建立科学利益和经验。