Design and synthesis of new electrophilic reagents based on sulfur

基于硫的新型亲电子试剂的设计与合成

• 批准号: 310611294
• 负责人: Professor Dr. Manuel Alcarazo
• 金额: --
• 依托单位: Institut für Organische und Biomolekulare Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2016
• 资助国家: 德国
• 起止时间: 2015-12-31 至 2019-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/310611294?language=en
• 关键词: Design; synthesis; new; electrophilic; reagents

The organic chemistry of hypervalent iodine compounds has experienced an explosive development during the last decade mainly due to their ability to serve as electrophilic transfer reagents for a variety of functionalities such as -CF3, -NR2 and alkynes among others. Their synthesis and use however, requires working under appropriate safety measures due to their potentially explosive nature. Herein, we propose the use of imidazolium sulfuranes and derivatives as alternative platforms for the development of user-friendlier electrophilic group-transfer reagents. We also design plausible synthetic pathways that should lead to their preparation, and suggest several model transformations where their reactivity should be tested. Our preliminary experiments on electrophilic cyanation have already confirmed in this case the validity of our concept.

高价碘化合物的有机化学在过去十年中经历了爆炸性的发展，主要是由于它们能够作为各种官能团的亲电转移试剂，例如-CF 3，-NR 2和炔等。然而，由于其潜在的爆炸性，其合成和使用需要在适当的安全措施下进行。在此，我们建议使用咪唑硫烷和衍生物作为替代平台，用于开发用户友好的亲电基团转移试剂。我们还设计合理的合成途径，应导致他们的准备，并建议几个模型转换，他们的反应性应进行测试。我们对亲电氰化的初步实验已经证实了我们的概念的正确性。

项目成果

Synthesis of Alkynylthiopyridinium Salts and Their Use as Thioketene Equivalents.

炔基硫代吡啶鎓盐的合成及其作为硫代烯酮等价物的用途

• DOI: 10.1002/chem.201901895
• 发表时间: 2019
• 期刊: Chemistry
• 作者: K. F. G. Averesch;H. Pesch;C. Golz;M. Alcarazo
• 通讯作者: M. Alcarazo