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Fluorine-Retentive Strategies for the Functionalization of gem-Difluoroalkenes
Synthesis ( IF 2.6 ) Pub Date : 2021-07-12 , DOI: 10.1055/a-1547-9270
Jacob P Sorrentino 1 , Ryan A Altman 2
Affiliation  

gem-Difluoroalkenes are readily available fluorinated building blocks, and the fluorine-induced electronic perturbations of the alkenes enable a wide array of selective functionalization reactions. However, many reactions of gem-difluoroalkenes result in a net C–F functionalization to generate monofluorovinyl products or addition of F to generate trifluoromethyl-containing products. In contrast, fluorine-retentive strategies for the functionalization of gem-difluoroalkenes remain less generally developed and is now becoming a rapidly developing area. This review will present the development of fluorine-retentive strategies including electrophilic, nucleophilic, radical, and transition metal catalytic strategies with an emphasis on key physical organic and mechanistic aspects that enable reactivities.1 Introduction2 Two-Electron Processes2.1 Elimination of Allyl Groups2.2 Electrophilic Addition2.3 Halonium and Thiiranium Intermediates2.4 Kinetic Quench of Anionic Intermediates2.5 Concerted Cycloadditions3 Radical Processes3.1 Thermal Activation3.2 Photoactivation3.3 Transition-Metal-Mediated4 Reductions5 Cross-Coupling Reactions6 Conclusions

中文翻译:

偕二氟烯烃功能化的保氟策略

偕二氟烯烃是现成的氟化结构单元,烯烃的氟诱导电子扰动能够进行广泛的选择性官能化反应。然而,偕二氟烯烃的许多反应导致净 C-F 官能化以生成单氟乙烯基产物或添加 F 以生成含三氟甲基的产物。相比之下,用于偕二氟烯烃官能化的保氟策略仍未得到普遍发展,现在正成为一个快速发展的领域。这篇综述将介绍氟保留策略的发展,包括亲电、亲核、自由基和过渡金属催化策略,重点是能够实现反应性的关键物理有机和机械方面。1 引言2 双电子过程2。
更新日期:2021-08-27
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