Ji Peng, Duan Kuaikuai, Li Menglong, Wang Zhiyuan, Meng Xiang, Zhang Yueteng, Wang Wei
Department of Pharmacology and Toxicology, R. Ken Coit College of Pharmacy, University of Arizona, USA.
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093, USA.
Chem Soc Rev. 2024 Jun 17;53(12):6600-6624. doi: 10.1039/d4cs00137k.
Dearomatization has emerged as a powerful tool for rapid construction of 3D molecular architectures from simple, abundant, and planar (hetero)arenes. The field has evolved beyond simple dearomatization driven by new synthetic technology development. With the renaissance of photocatalysis and expansion of the activation mode, the last few years have witnessed impressive developments in innovative photochemical dearomatization methodologies, enabling skeletal modifications of dearomatized structures. They offer truly efficient and useful tools for facile construction of highly complex structures, which are viable for natural product synthesis and drug discovery. In this review, we aim to provide a mechanistically insightful overview on these innovations based on the degree of skeletal alteration, categorized into dearomative functionalization and skeletal editing, and to highlight their synthetic utilities.
脱芳构化已成为一种强大的工具,可用于从简单、丰富的平面(杂)芳烃快速构建三维分子结构。随着新合成技术的发展,该领域已超越了简单的脱芳构化。随着光催化的复兴和活化模式的扩展,过去几年见证了创新光化学脱芳构化方法的显著发展,实现了脱芳构化结构的骨架修饰。它们为轻松构建高度复杂的结构提供了真正高效且有用的工具,这对于天然产物合成和药物发现是可行的。在这篇综述中,我们旨在基于骨架改变的程度,对这些创新进行有机制见解的概述,分为脱芳构化官能团化和骨架编辑,并突出它们的合成效用。