Fujita Takeshi, Fuchibe Kohei, Ichikawa Junji
Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki, 305-8571, Japan.
Angew Chem Int Ed Engl. 2019 Jan 8;58(2):390-402. doi: 10.1002/anie.201805292. Epub 2018 Nov 8.
The activation of carbon-fluorine (C-F) bonds is an important topic in synthetic organic chemistry. Metal-mediated and -catalyzed elimination of β- or α-fluorine proceeds under milder conditions than oxidative addition to C-F bonds. The β- or α-fluorine elimination is initiated from organometallic intermediates having fluorine substituents on carbon atoms β or α to metal centers, respectively. Transformations through these elimination processes (C-F bond cleavage), which are typically preceded by carbon-carbon (or carbon-heteroatom) bond formation, have been increasingly developed in the past five years as C-F bond activation methods. In this Minireview, we summarize the applications of transition-metal-mediated and -catalyzed fluorine elimination to synthetic organic chemistry from a historical perspective with early studies and from a systematic perspective with recent studies.
碳氟（C-F）键的活化是有机合成化学中的一个重要课题。金属介导和催化的β-或α-氟消除反应比C-F键的氧化加成反应在更温和的条件下进行。β-或α-氟消除反应分别从在金属中心β或α位碳原子上具有氟取代基的有机金属中间体开始。通过这些消除过程（C-F键裂解）进行的转化，通常在碳-碳（或碳-杂原子）键形成之前，在过去五年中作为C-F键活化方法得到了越来越多的发展。在这篇综述中，我们从早期研究的历史角度和近期研究的系统角度总结了过渡金属介导和催化的氟消除反应在有机合成化学中的应用。
