Immobilized dithianylium salts and ylidene dithianes for the flexible syntheses of selectively labeled building blocks

在这个研究项目中，我们希望建立新的程序，允许在固相上对二硫烷衍生物进行特定的改性。这样，迄今为止在脂肪族和杂环构建块中引入氟和氘基团往往很麻烦的新概念将得到发展。根据不同的合成策略，可以在固定的化合物上选择性地构建CDF2-、CHF2-、CD2F-或cf3 -基团，这可能为多样性导向的合成提供进一步的修饰。为了扩展这一概念，将研究在α -和β -位置引入其他亲电试剂和亲核试剂，以便在固相上合成大量不同的杂环化合物。本文使用的二硫烷衍生物（二硫烷离子和二硫烷酰二硫烷）应允许通过一步一步的方案在核心结构上构建新的功能。结合各种现有的修饰方案（如环化），固定化二硫烷衍生物的概念为固相支持的方法发展提供了完美的前提条件。大多数方法开发实验将在溶液和固相中进行，以便研究两种变体的反应是否成功，并通过直接比较来提高溶液和固相的基本知识。由于使用了新型二硫烷基连接剂，我们将为许多领域（研究和其他领域）所需的标记和氟化化合物的选择性合成建立基本知识，我们将致力于构建杂环化合物的新型合成程序。本文以分析数据形式描述的工作结果将在项目期间（至少在项目结束时）添加到存储库化学中。因此，分子的特征是可见的，所有感兴趣的研究人员都可以免费获得。

With this research project, we want to establish new procedures that allow the specific modification of dithiane derivatives on solid phases. By this, new concepts for the up to now often cumbersome introduction of fluorine and deuterium groups in aliphatic as well as heterocyclic building blocks shall be developed. Depending on the synthetic strategy, a selective construction of CDF2-, CHF2-, CD2F- or CF3-groups will be available on immobilized compounds that may offer further modifications for a diversity oriented synthesis. To expand this concept, the introduction of other electrophiles and nucleophiles in alpha- and beta-position will be investigated in order to synthesize a large number of diverse heterocyclic compounds on solid phases. The herein used dithiane derivatives (dithianylium ions and ylidene dithianes) shall allow the construction of novel functionalities on the core structure via a step by step protocol. In combination with various existing protocols (e.g. cyclizations) for modifications, the concept of immobilized dithiane derivatives provides perfect preconditions for solid phase-supported method development. Most of the method developing experiments will be done in solution and on solid phases to allow the investigation of the success of the reactions in both variants and to enhance basic knowledge in solution and solid phases via the direct comparison. Due to the use of the novel dithiane-based linkers, we will establish the basic knowledge for the selective synthesis of labeled and fluorinated compounds that are required in many fields (of research and beyond) and we will work on novel synthetic procedures for the construction of heterocyclic compounds. The results of the herein described work in form of the analytical data will be added during the project (and at least at its end) to the repository chemotion. Thereby, characterizations of the molecules are visible and available for all interested researchers for free.