Yi Rongnan, Li Qiang, Xie Long-Yong, Wei Wen-Ting
Key Laboratory of Food & Environment & Drug Monitoring and Testing of Universities in Hunan Province, Hunan Police Academy, Changsha 410138, China.
Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252000, China.
Chem Commun (Camb). 2025 Apr 24;61(35):6426-6438. doi: 10.1039/d5cc00597c.
Allenes exhibit comparatively lower stability compared to alkenes and alkynes, which confers heightened reactivity to these compounds. Recently, the radical functionalization of allenes has progressed considerably, leading to a renaissance in the synthesis of functional natural products, drugs and their analogues, but summary work addressing this aspect has not been reported. This review systematically summarizes recent advancements in the field of radical functionalization of allenes reported within the past five years. It encompasses the difunctionalization and trifunctionalization of the three carbon atoms in allenes, as well as the functionalization of C-Y bonds (Y = H, Br). The representative studies are categorized based on the type of radicals generated, including -, -, -, -, and -centered radicals. For individual more complex reactions, the mechanisms are explored and briefly discussed.
与烯烃和炔烃相比,丙二烯的稳定性相对较低,这使得这些化合物具有更高的反应活性。近年来,丙二烯的自由基官能化取得了显著进展,推动了功能性天然产物、药物及其类似物合成的复兴,但尚未有针对这方面的综述报道。本综述系统总结了过去五年内丙二烯自由基官能化领域的最新进展。它涵盖了丙二烯中三个碳原子的双官能化和三官能化,以及C-Y键(Y = H、Br)的官能化。代表性研究根据所产生自由基的类型进行分类,包括 -、 -、 -、 - 和 - 中心自由基。对于个别更复杂的反应,探讨并简要讨论了其反应机理。