Idiris Fahima I M, Jones Christopher R
School of Biological and Chemical Sciences, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.
Org Biomol Chem. 2017 Nov 7;15(43):9044-9056. doi: 10.1039/c7ob01947e.
Aryne chemistry has experienced a remarkable renaissance in recent years, with a significant increase in the synthetic applications reported for these highly valuable reactive intermediates. This resurgence of interest is in part due to the introduction of ortho-silylaryl triflates as precursors which can be activated under mild conditions using fluoride. Alternative fluoride-free strategies have received interest in the last decade, with a number of precursors to arynes and their activators reported. These approaches offer alternative modes of reactivity which prove, in some cases, to be orthogonal to those of ortho-silylaryl triflates. This review highlights some of the more recent fluoride-free methodologies developed to access aryne intermediates that start from arene-based precursors.
近年来，芳炔化学经历了显著的复兴，这些极具价值的反应中间体的合成应用报道数量大幅增加。这种兴趣的复苏部分归因于邻甲硅烷基芳基三氟甲磺酸酯作为前体的引入，其可以在温和条件下用氟化物活化。在过去十年中，无氟替代策略受到了关注，已有许多芳炔前体及其活化剂被报道。这些方法提供了不同的反应模式，在某些情况下，这些模式与邻甲硅烷基芳基三氟甲磺酸酯的反应模式正交。本综述重点介绍了一些最近开发的从芳烃基前体出发制备芳炔中间体的无氟方法。
