Development and application of decarboxylative and desulfinative cross-coupling reactions

新合成方法的发展和复杂天然产物的构建是合成有机化学的核心。更大的全球意识的出现促使化学家们重新审视老问题，并以一种使转化更有效、产量更高、尽可能环保的方式解决新问题。我的研究重点是钯介导的（杂）芳烃脱羧和脱硫交叉偶联反应，以形成碳-碳键，这是合成有机化学和药物化学的重要转变。这种反应避免了偶联物与金属物质的预官能化。该反应的主要副产物二氧化碳或二氧化硫作为反应的驱动力，不会产生需要净化步骤才能去除的金属基杂质。我的研究将集中在合成噻吩衍生的杂芳烃，用于材料和医药应用；在环境友好的条件下，利用这些方法从简单和/或未充分利用的原料合成增值化学品，并明确了解转化的运作机制，以提高工业研究使用的实用性。此外，流动化学在这些交叉耦合中的应用将被检查。流动化学可能在确保这些转化的实用性方面发挥关键作用，以便使它们对化学工业更有用。一个关键的目标将是利用机理研究作为回收SO的指导

Objectives of the Proposed Research Program: The development of new synthetic methods and the construction of complex natural products lie at the heart of synthetic organic chemistry. The emergence of a greater global consciousness has pushed chemists to revisit old problems and tackle new ones in a manner that makes transformations more efficient, higher yielding and as environmentally benign as possible. My research program focuses on palladium-mediated decarboxylative and desulfinative cross-coupling reactions of (hetero-)aromatics for the formation of carbon-carbon bonds, which is a vital transformation in both synthetic organic and medicinal chemistry. This reaction circumvents the need for the pre-functionalization of the coupling partner with a metal species. The main by-product of the reaction, carbon dioxide or sulfur dioxide, acts as a driving force for the reaction and does not generate metal-based impurities that require a purification step for their removal. My research will focus on the synthesis of thiophene-derived heteroaromatics for use in materials and medicinal applications; synthesis of value-added chemicals employing these methods from simple and/or underutilized starting materials in environmentally friendly conditions, and gaining a clear understanding of the operative mechanism of the transformation in order to improve the practicality for industrial research use. Additionally, the application of flow-chemistry to these cross-coupling will be examined. Flow-chemistry may play a key role in ensuring the practicality of these transformations in order to render them more useful to the chemical industry. A key aim will be to use the mechanistic studies as a guide to recycle the SO