Bridging Fluorine and Aryne Chemistry: Vicinal Difunctionalization of Arynes Involving Nucleophilic Fluorination, Trifluoromethylation, or Trifluoromethylthiolation

摘要

Multi-functionalized fluorinated arenes, especially those that are transformable fluorinated building blocks, are intriguing compounds in synthetic chemistry and for life science related applications. The development of straightforward and efficient approaches to these compounds is of significant importance and has, therefore, attracted much attention. This short review presents our recent progress on the fluoro-difunctionalization of arynes, which allows facile construction of a series of fluorinated arene building blocks bearing an ortho-iodine substituent as a coupling handle for further elaboration. 1 Introduction 2 Silver-Mediated Trifluoromethylation-Iodination of Arynes 3 Silver-Catalyzed Insertion of Aryne into R-f-I Bonds 4 Diphenyliodonium-Catalyzed Fluorination of Arynes 5 Silver-Mediated Trifluoromethylthiolation-Iodination of Arynes 6 Summary and Outlook