New Strategies to Nitrogen Heterocycles by Alkyne Functionalisation/6pi-Electrocyclisation

芳香族化合物在化学科学的各个方面发挥着主导作用，并且在从配位络合物到生物活性分子和智能材料的广泛领域中被发现为核心分子片段。它们在这些领域的应用取决于我们设计和定制定制变体的能力，这些变体将参与针对特定和预期目标化合物的进一步化学修饰。我们已经开发出一种以可预测的方式制备这些化合物的方法，该方法控制在芳环上的特定位置处引入可官能化基团。这些可官能化的基团基于硼，硼是有机化学中的特权基团，其介导非常广泛的反应。使用我们的方法，我们将利用硼基化的起始材料，展示它们如何（1）通过与底物中的炔单元反应，在将起始材料转化为产物中发挥关键作用;（2）通过形成进一步化学修饰的手柄。我们只是刚刚开始了解这个过程的范围，但我们相信它将代表制备这些重要化合物的一般方法。申请的资助将使我们能够展示该方法的潜力，并表明我们可以使用它来获得非常广泛的高价值化学品。

Aromatic compounds play a leading role in all aspects of the chemical sciences, and are found as core molecular fragments in a wide range of areas from coordination complexes to bioactive molecules and smart materials. Their application in these areas is dependent on our ability to design and tailor-make bespoke variants that will participate in further chemical modifications towards specific and intended target compounds. We have developed a way to make these compounds in a predictable manner, that controls the incorporation of functionalisable groups at specific positions on the aromatic ring. These functionalisable groups are based on boron, a privileged group in organic chemistry that mediates a very broad range of reactions. Using our approach, we will exploit borylated starting materials by showing how they can (1) play a key role in taking the starting materials to products by reacting with an alkyne unit in the substrates; (2) by forming a handle for further chemical modifications. We are only just beginning to understand the scope of this process, but we believe that it will represent a general method for preparing these important compounds. The requested grant will allow us to demonstrate the potential of the methodology, and will show that we can use it to access a very broad range of high value chemicals.