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

通过这个研究项目，我们希望建立新的程序，允许在固相上对二噻烷衍生物进行特定的修饰。由此，将开发用于迄今为止在脂肪族以及杂环结构单元中经常繁琐地引入氟和氘基团的新概念。根据合成策略，在固定化化合物上可获得CDF 2-、CHF 2-、CD 2F-或CF 3-基团的选择性构建，其可为多样性定向合成提供进一步修饰。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，以在固相上合成大量不同的杂环化合物。本文所用的二噻烷衍生物（二噻烷二胺离子和亚基二噻烷）应允许通过逐步方案在核心结构上构建新的官能团。结合各种现有的方案（如环化）的修改，固定化二噻烷衍生物的概念提供了完美的先决条件固相支持的方法开发。大多数方法开发实验将在溶液和固相中进行，以研究两种变体中反应的成功情况，并通过直接比较增强溶液和固相的基础知识。由于使用新型二噻烷基连接剂，我们将建立选择性合成许多领域（研究及其他领域）所需的标记和氟化化合物的基础知识，我们将致力于构建杂环化合物的新型合成程序。本文所述工作的结果将以分析数据的形式在项目期间（至少在项目结束时）添加到储存库中。因此，分子的表征是可见的，并可供所有感兴趣的研究人员免费使用。

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.