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 – 碘催化交叉偶联反应 拟议的研究旨在发现和开发经济、环境和用户友好的碘 用于合成关键化学键（碳-氮和碳-）的催化交叉偶联反应 碳键）、官能团（酰胺、酰亚胺和酮）和骨架（含氮 尽管人们对交叉偶联反应产生了极大的兴趣和努力， 与介导的方案数量相比，碘催化交叉偶联的例子仍然很少 该提议基于我们的初步结果，即酰基自由基物种是 在碘/过硫酸钾催化剂体系存在下很容易由醛底物产生， 它参与与多种含氮亲核试剂的化合物的偶联反应。 完成拟议的工作后，将实现三个具体目标：1）简便的碘 将开发用于制备酰胺和酰亚胺的催化碳-氮键形成方案； 2）通过自由基加成机制的碘催化碳-碳键形成反应将是 3）通过碘和第一排后过渡金属共聚形成碳-碳键的反应； 催化交叉偶联机制将被开发出来，有望服务于关键领域。 合成化学家和药物化学家在制备相应的化学键和 对拟议的碘催化机制的彻底研究将是 进行，预计将对拟议的碘催化和 此外，该提案还将改进和加强该领域的未来研究。 皇后学院的研究和教育基础设施不仅为学生提供研究机会。 皇后学院本科生中许多代表性不足的少数族裔学生，但也将有所帮助 培养有兴趣从事 STEM 研究事业的年轻一代科学家 学科。