HFIP in Organic Synthesis
2022
Motiwala, Hashim F. | Armaly, Ahlam M. | Cacioppo, Jackson G. | Coombs, Thomas C. | Koehn, Kimberly R. K. | Norwood, Verrill M. | Aubé, Jeffrey
1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating solvent that has found numerous uses in organic synthesis due to its ability to stabilize ionic species, transfer protons, and engage in a range of other intermolecular interactions. The use of this solvent has exponentially increased in the past decade and has become a solvent of choice in some areas, such as C–H functionalization chemistry. In this review, following a brief history of HFIP in organic synthesis and an overview of its physical properties, literature examples of organic reactions using HFIP as a solvent or an additive are presented, emphasizing the effect of solvent of each reaction.
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