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Transition Metal-Mediated Fluorination with Electrophilic/Nucleophilic Fluorinating Agents

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Fluorination

Part of the book series: Synthetic Organofluorine Chemistry ((SYOC))

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Introduction

New Template —— Among the various strategies to access alkenyl fluorides, transition metal-mediated fluorination has recently received much attention [1, 2]. However, developing reactions with complementary geometry and regioselectivity of double bond continues to challenge contemporary methodology. This chapter will cover the recent advances in the Pd-, Cu-, and Ag-mediated fluorination for preparing alkenyl fluorides.

Pd-Mediated Fluorination for Preparing Alkenyl Fluorides

An interesting example is the palladium-catalyzed tandem fluorination and cyclization of enynes using N-fluorobenzenesulfonimide (NSFI) as a fluorinating reagent described by Liu and coworkers (Scheme 1) [3]. A variety of enynes reacted with NSFI in the presence of catalytic amounts of Pd(O2CCF3)2, leading to the desired fluorinated 3-benzylidenyllactame with (E)-isomer as the major product. However, the electronic property had a dramatic influence on the reaction yield, with the lower yield obtained...

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Correspondence to Zhiqiang Weng .

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Weng, Z. (2020). Transition Metal-Mediated Fluorination with Electrophilic/Nucleophilic Fluorinating Agents. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-3896-9_29

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