4.4 Review

Decarboxylative Fluorination Strategies for Accessing Medicinally-Relevant Products

Journal

CURRENT TOPICS IN MEDICINAL CHEMISTRY
Volume 14, Issue 7, Pages 966-978

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1568026614666140202210850

Keywords

Decarboxylation; fluorination; difluoromethylation; trifluoromethylation; copper

Funding

  1. Herman Frasch Foundation for Chemical Research [701-HF12]
  2. American Chemical Society Petroleum Research Fund [52073-DNI1]
  3. NIGMS Training Grant on Dynamic Aspects of Chemical Biology [T32 GM08545]
  4. University of Kansas Office of the Provost, Department of Medicinal Chemistry
  5. General Research Fund [2302264]

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Fluorinated organic compounds have a long history in medicinal chemistry, and synthetic methods to access target fluorinated compounds are undergoing a revolution. One powerful strategy for the installation of fluorine-containing functional groups includes decarboxylative reactions. Benefits of decarboxylative approaches potentially include: 1) readily available substrates or reagents 2) mild reaction conditions; 3) simplified purification. This focus review highlights the applications of decarboxylation strategies for fluorination reactions to access compounds with biomedical potential. The manuscript highlights on two general strategies, fluorination by decarboxylative reagents and by decarboxylation of substrates. Where relevant, examples of medicinally useful compounds that can be accessed using these strategies are highlighted.

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