Anodic and Cathodic Formation of Heterocyclic Compounds and Intermolecular Coupling by N-X Bond Formation

N-X键的形成在合成许多与生物和技术相关的杂环中具有重要的关键步骤。经典方法存在着对金属要求高、反应条件苛刻、试剂有毒等缺点。因此，我们希望利用该项目的资金来研究一种更安全、更具生态和经济可持续性的反应途径，即利用电化学手段构建N-X键。通常，电化学可以实现两种不同的方法：以前获得的与酰胺基氧化偶联的经验将有助于合成药物和生物活性物质类别，如吲唑酮、异恶唑啉和异噻唑。此外，还将研究喹诺酮类和吲哚类化合物的合成过程中涉及的多个键。此外，将阐明N-N键的分子间形成，以获得杂环的重要构建块。N-X键形成的还原协议的包含和利用完善了电化学的应用范围，并为重要的氮杂环提供了一个接入点。基于不同的硝基化合物，通过分子间和分子内耦合建立了一条通往吲哚、三氮唑、恶二唑和三嗪等物质类别的路线。

The N-X bond formation holds an important key step in the synthesis of many biologically and technically relevant heterocycles. Classical methods exhibit disadvantages, such as the requirement of metals, drastic reaction conditions, and toxic reagents. Therefore, we would like to use the project funding to investigate a reaction pathway, which is safer and of higher ecological and economical sustainability, that employs electrochemical means to construct N-X bonds. Generally, electrochemistry enables two different approaches: Previously acquired experience regarding the oxidative coupling with amidyl radicals will benefit the objective to synthesize pharmaceutical and bioactive substance classes, such as indazolones, isoxazolines and isothiazoles. In addition, the involvement of multiple bonds for the synthesis of quinolones and indoles will be investigated. Furthermore, the intermolecular formation of N-N bonds will be elucidated in order to obtain important building blocks for heterocycles. The inclusion and utilization of reductive protocols for N-X bond formation completes the application spectrum of electrochemistry and provides an access point to important nitrogen heterocycles. Based on different nitro compounds, a route to substance classes such as indoles, triazoles, oxadiazoles and triazines is intended, established by inter- and intramolecular coupling.