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

点击翻译按钮获取中文摘要

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.