Remote Fluorination and Fluoroalkyl(thiol)ation Reactions

Fa Guang Zhang, Xue Qi Wang, Yin Zhou, Hong Song Shi, Zhe Feng, Jun An Ma, Ilan Marek

Research output: Contribution to journalReview articlepeer-review

Abstract

Remote functionalization reactions have the power to transform a C−H (or C−C) bond at a distant position from a functional group. This Review summarizes recent advances and key breakthroughs in remote fluorination, trifluoromethylation, difluoromethylation, trifluoromethylthiolation, and fluoroalkenylation reactions. Several powerful strategies have emerged to control the reactivity and distal selectivity such as the undirected radical approach, the 1,5-hydrogen atom transfer, the metal migration, the use of distant directing groups, and the ring-opening reactions. These unconventional and predictable C−H (and C−C) functionalization transformations should allow for the preparation of a wide range of otherwise-difficult-to-access alkyl, aromatic, heteroaromatic, and structurally complex fluorides.

Original languageEnglish
Pages (from-to)15378-15396
Number of pages19
JournalChemistry - A European Journal
Volume26
Issue number67
DOIs
StatePublished - 1 Dec 2020

Keywords

  • 1,5-hydrogen atom transfer
  • fluorination
  • fluoroalkyl(thiol)ation
  • metal migration
  • remote functionalization

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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