Chen Shu-Sheng, Zheng Yu, Xing Zhi-Xi, Huang Huan-Ming
School of Physical Science and Technology, ShanghaiTech University, Shanghai, China.
Nat Commun. 2025 Apr 19;16(1):3724. doi: 10.1038/s41467-025-58353-w.
Borylated carbocycles occupy a pivotal position as essential components in synthetic chemistry, drug discovery, and materials science. Herein, we present a photorearrangement that uniquely involves a boron atom enabled by energy transfer catalysis under visible light conditions. The boron functional group could be translocated through energy transfer mechanism and valuable borylated cyclopropane scaffolds could be generated smoothly. Furthermore, we showcase a 1,5-HAT (hydrogen atom transfer)/cyclization reaction, which is also enhanced by energy transfer catalysis excited by visible light. This method enables the synthesis of borylated cyclobutane frameworks. These boron-involved photorearrangement and cyclization reactions represent two techniques for synthesizing highly desirable borylated strained ring structures, which offering avenues for the synthesis of complex organic molecules with medicinal and material science applications.
硼化碳环作为合成化学、药物发现和材料科学中的重要组成部分,占据着关键地位。在此,我们展示了一种光重排反应,该反应在可见光条件下通过能量转移催化独特地涉及硼原子。硼官能团可通过能量转移机制进行迁移,并且能够顺利生成有价值的硼化环丙烷骨架。此外,我们还展示了一种1,5-氢原子转移/环化反应,该反应同样通过可见光激发的能量转移催化得到增强。此方法能够实现硼化环丁烷骨架的合成。这些涉及硼的光重排和环化反应代表了两种合成极具吸引力的硼化张力环结构的技术,为合成具有药物和材料科学应用的复杂有机分子提供了途径。