2-Fluoropyridinium Salt Applicable to Deoxygenation Reactions of Hydroxy Groups

3-Cyclohexyl-2-fluoro-1-methylpyridin-1-ium trifluoromethanesulfonate (1) is a reagent used in the deoxygenation of alcohols. 1 enables selective deoxygenation via a radical pathway using visible light by forming an electron donor–acceptor (EDA) complex with an alcohol and a base. This reaction offers several advantages, including the ability to proceed under mild conditions without using radical initiators and expensive photoredox catalysts, being applicable to both primary and secondary hydroxyl groups in amino alcohols, sugars, and enabling catalyst free, one-pot C-C coupling reactions when a radical acceptor is added to the EDA complex.^1,2)

1 is commercialized under the instruction of Dr. Takeshi Nanjo.

Related Products

C4136

3-Cyclohexyl-2-fluoro-1-methylpyridin-1-ium Trifluoromethanesulfonatee

Q0062

Quinuclidine

References

• 1) A Sterically Tuned 2-Fluoropyridinium Salt for the Catalyst-Free, Visible-Light-Mediated Deoxygenation of Alcohols via an Electron Donor–Acceptor Complex
  • T. Nanjo, Y. Lin, Y. Fujii, Y. Takemoto, Org. Lett. 2025, 27, 2616.
• 2) Visible Light-Induced Deoxygenation and Allylation/Vinylation of Pyridyl Ethers
  • F. Wang, Y. Tang, X. Li, J. Chen, J. Yang, Org. Lett. 2022, 24, 7309.

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