Yu Liu-Zhu, Shi Min
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, P. R. China.
State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.
Chemistry. 2019 Jun 7;25(32):7591-7606. doi: 10.1002/chem.201900245. Epub 2019 Apr 1.
As a special family of cyclopropanes, alkylidenecyclopropanes (ACPs), exhibit outstanding physical and chemical activities, which provide opportunities to participate in fascinating chemical transformations to access cyclopropane-containing units without ring-opening processes and other unavailable compounds through conventional routes with ring-opening processes owing to their strain-driven reactivity and synthetic accessibility. Nowadays, intramolecular reactions of methylenecyclopropanes (MCPs) or ACPs with adjacent functionalities have emerged as a powerful synthetic protocol for the construction of a variety of polycyclic and heterocyclic compounds with different sized skeletons through catalytic methods. Recently, we put forward the concept of functional alkylidenecyclopropanes (FACPs) and in this Minireview, we will summarize the reactions of FACPs after 2016 including several important early works from three aspects: 1) reactions with distal C-C bond cleavage, 2) reactions with proximal C-C bond cleavage (including ring-expansion reactions), and 3) reactions without C-C bond cleavage.
作为环丙烷的一个特殊家族,亚烷基环丙烷(ACPs)展现出卓越的物理和化学活性,这为参与引人入胜的化学转化提供了机会,从而能够在不开环的情况下获得含环丙烷单元,以及通过常规的开环途径无法得到的其他化合物,这归因于它们受应变驱动的反应活性和合成可及性。如今,亚甲基环丙烷(MCPs)或ACPs与相邻官能团的分子内反应已成为一种强大的合成方法,用于通过催化方法构建具有不同大小骨架的各种多环和杂环化合物。最近,我们提出了功能性亚烷基环丙烷(FACPs)的概念,在这篇综述中,我们将从三个方面总结2016年之后FACPs的反应,包括几篇重要的早期研究:1)与远端C-C键断裂的反应,2)与近端C-C键断裂的反应(包括扩环反应),以及3)无C-C键断裂的反应。