CAREER: SusChEM: Exploiting the Versatile N-O Bond

凭借这一职业奖项，化学系化学合成项目支持德克萨斯大学西南医学中心L教授的研究。库蒂教授正在开发强大的新化学工具，可用于快速、环保地合成复杂分子，如含有稠密官能化芳环的药物和农用化学品。在这些新开发的化学转化中，共同的主题是弱N-O键被打断，而强碳-碳和碳-氮键高效地形成。重要的是，这种方法避免了使用昂贵且往往有毒的过渡金属催化剂。从这些研究中产生的操作简单且不含过渡金属的直接芳基化和胺化反应将很容易被广泛的学术和工业实验室的研究人员获得。总体而言，这项研究的结果预计将对社会产生广泛的影响，直接和间接地提供更环保、更廉价的途径，获得在催化、材料科学和药物发现方面有用的有价值的有机分子。每年，KüRTI教授都会在校园范围内举办一系列专题研讨会，讨论关键的绿色化学原理、当前在制药过程化学中的应用，以及讨论可持续有机合成的挑战和进展。库尔蒂教授为高中科学教师提供了一个教师培训计划，以传达化学的重要性，并举例说明治疗各种疾病的新方法。库尔蒂教授的实验室正在探索几种全新的芳烃无过渡金属(TM)直接芳基化和芳烃分子内胺化的策略。有三个目标。首先，通过N，O-联芳基羟胺和S，O-联芳基亚砜的[3，3]-S型重排反应，实现了芳烃的无Tm直接芳基化反应。第二，芳烃C-H键的无TM直接胺化反应的范围和局限性。第三，主要通过合作，这些不含TM的芳基化和胺化反应的机理正在被计算阐明。这项拟议的研究极大地推动了可持续有机合成领域的发展，为芳环的引入和官能化扩展了机理上广为人知的绿色化学转化工具箱。

AbstractWith this CAREER award the Chemical Synthesis program of the Chemistry Division is supporting the research of Professor László Kürti of the University of Texas Southwestern Medical Center. Professor Kürti is developing powerful new chemical tools that can be used for the rapid and environmentally friendly synthesis of complex molecules such as pharmaceuticals and agrochemicals that contain densely functionalized aromatic rings. The common theme in these newly developed chemical transformations is that weak N-O bonds are broken and strong carbon-carbon as well as carbon-nitrogen bonds are formed with great efficiency. Importantly, this approach avoids the use of transition metal catalysts that are expensive and often toxic. The operationally simple and transition metal-free direct arylation and amination reactions that emerge from these studies will be easily accessible to researchers in a wide-range of academic and industrial laboratories. Overall, the outcome of this research is expected to have a broad impact on society by providing, both directly and indirectly, greener and cheaper access to valuable organic molecules that find utility in catalysis, materials science and drug discovery. Each year Professor Kürti is offering a series of campus-wide special-topic seminars on key green chemistry principles, current applications in pharmaceutical process chemistry and discussing the challenges and advances in sustainable organic synthesis. A teacher-training program for high school science teachers is provided by Professor Kurti to relay the importance of chemistry with examples focused on new cures for various diseases.Professor Kürti's laboratory is exploring several fundamentally new strategies for the transition-metal (TM)-free direct arylation of arenes and intramolecular amination of arenes. There are three objectives. First, the TM-free direct arylation of arenes, via [3,3]-sigmatropic rearrangement of N,O-biaryl hydroxylamines as well as S,O-biaryl sulfoxides. Second, the scope and limitation of the TM-free direct amination of arene C-H bonds. Third, primarily through collaborations, the mechanisms of these TM-free arylation and amination reactions are being computationally elucidated. The proposed research significantly advances the field of sustainable organic synthesis by expanding the toolbox of mechanistically well-understood green chemical transformations for the introduction and functionalization of aryl rings.