CAREER: SusChEM: Exploiting the Versatile N-O Bond

摘要化学部的化学合成项目获得了CAREER奖，以支持德克萨斯大学西南医学中心László k<e:1> rti教授的研究。k<s:1> rti教授正在开发强大的新化学工具，可用于快速和环保地合成复杂分子，如含有密集功能化芳香环的药物和农用化学品。在这些新发展的化学转化中，共同的主题是弱的N-O键被打破，强的碳-碳和碳-氮键被高效率地形成。重要的是，这种方法避免了使用昂贵且通常有毒的过渡金属催化剂。从这些研究中产生的操作简单且无过渡金属的直接芳基化和胺化反应将很容易为广泛的学术和工业实验室的研究人员所获得。总的来说，这项研究的结果预计将对社会产生广泛的影响，直接或间接地提供更环保、更便宜的途径来获得有价值的有机分子，这些有机分子在催化、材料科学和药物发现方面都有用途。每年，k<s:1> rti教授都会举办一系列全校范围的专题研讨会，讨论绿色化学的关键原理、制药过程化学的当前应用以及可持续有机合成的挑战和进展。Kurti教授为高中科学教师提供了一项教师培训计划，通过重点介绍各种疾病的新疗法的例子来传达化学的重要性。k<s:1> rti教授的实验室正在探索几种基本的新策略，用于无过渡金属（TM）的芳烃直接芳化和芳烃的分子内胺化。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]-异位重排，实现芳烃的无tm直接芳化。其次，芳烃碳氢键的无tm直接胺化的范围和局限性。第三，主要通过协作，这些无tm的芳基化和胺化反应的机制正在计算上得到阐明。本研究为芳基环的引入和功能化扩展了绿色化学转化的机制工具箱，极大地推动了可持续有机合成领域的发展。

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.