Iodine Catalyzed Cross-Coupling Reactions

碘催化的交叉偶联反应

• 批准号: 10333396
• 负责人: Yu Chen
• 金额: $ 10.36万
• 依托单位: QUEENS COLLEGE
• 依托单位国家: 美国
• 财政年份: 2022
• 资助国家: 美国
• 起止时间: 2022-06-15 至 2026-05-31
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/10333396
• 关键词: Aldehydes; Amides; Amines; Carbon; Catalysis; Chemicals; Chemistry; Coupling; Cyclization; Data; Development; Education; Ensure; Funding; Future; Generations; Goals; Growth; Halogens; Imides; Investigation; Iodine; Ketones; Mediating; Methodology; Methods; Modernization; Nitrogen; Organic Chemistry; Oxygen; Pharmaceutical Chemistry; Pharmaceutical Preparations; Potassium; Preparation; Protocols documentation; Pyrroles; Reaction; Research; Research Infrastructure; STEM field; Scientist; Solid; Styrenes; Sulfur; Synthesis Chemistry; System; Transition Elements; Visible Radiation; Work; adduct; base; career; catalyst; chemical bond; college; enol; experience; functional group; improved; innovation; interest; novel therapeutics; toxic metal; undergraduate student; underrepresented minority student; user-friendly

Project Summary – Iodine Catalyzed Cross-Coupling Reactions The proposed research aims to discover and develop economical, environmentally- and user-friendly iodine catalyzed cross-coupling reactions for the synthesis of key chemical bonds (carbon-nitrogen and carbon- carbon bonds), functional groups (amides, imides and ketones) and frameworks (nitrogen-containing heterocycles such as pyrrole). Despite the great interest and efforts devoted in cross-coupling reactions, examples of iodine catalyzed cross-coupling still remain scarce compared to the number of protocols mediated by transition metal catalysts. The proposal is grounded in our preliminary results that acyl radical species are readily generated from aldehyde substrates in the presence of an iodine/potassium persulfate catalyst system, which participate in coupling reactions with a variety of chemical compounds containing nitrogen nucleophiles. Upon the completion of the proposed work, three specific aims will be accomplished: 1) a facile iodine catalyzed carbon-nitrogen bond formation protocol for the preparation of amides and imides will be developed; 2) an iodine catalyzed carbon-carbon bond formation reaction via radical addition mechanism will be developed; 3) a carbon-carbon bond formation reaction via an iodine and first-row late transition metal co- catalyzed cross-coupling mechanism will be developed. The new methods are expected to serve the critical needs of synthetic and medicinal chemists in preparation of the corresponding chemical bonds and frameworks for novel therapeutics. A thorough investigation of the proposed iodine catalysis mechanism will be conducted, which is expected to yield a comprehensive understanding of the proposed iodine catalysis and serve as a template for future study in the field. In addition, the proposal will improve and strengthen the infrastructure of research and education at Queens College. It will not only provide research opportunities to the many underrepresented minority students among the Queens College undergraduates, but also will help nurture the young generation of scientists who are interested in pursuing a research career in the STEM disciplines.

项目摘要 - 碘催化的交叉偶联反应 拟议的研究旨在发现和发展经济，环保和用户友好的碘 催化的交叉偶联反应，以合成关键化学键（碳氮和碳 - 碳键），官能团（酰胺，昔酮和酮）和框架（含氮 杂环，例如吡咯）。尽管致力于交叉偶联反应的兴趣和努力，但 与介导的方案数量相比，碘催化的交叉偶联的例子仍然很少 通过过渡金属催化剂。该提议基于我们的初步结果，即酰基自由基物种是 在存在碘/钾硫酸钾催化剂系统的情况下，很容易从醛底物产生 参与偶联反应与含有氮核试剂的多种化合物的偶联反应。 拟议的工作完成后，将实现三个具体目标：1）一个轻松的碘 将开发催化的碳氮键形成方案，用于制备酰胺和酰亚基的制备； 2）通过自由基添加机制的碘催化的碳碳键形成反应 发达; 3）通过碘和第一行的过渡金属共同的碳碳键形成反应 将开发催化的交叉耦合机制。期望新方法为关键服务 合成和医学化学家的需求，以准备相应的化学键和 新疗法的框架。对所提出的碘催化机制进行彻底研究 进行的，预计将对拟议的碘催化和 充当该领域未来研究的模板。此外，该提案将改善和加强 皇后学院的研究和教育基础设施。它不仅会提供研究机会 皇后学院的本科生中，许多人数不足的少数族裔学生，但也会有所帮助 护士有兴趣从事STEM研究职业的年轻一代科学家 学科。